U.S. patent application number 09/887372 was filed with the patent office on 2003-02-27 for substituted pyridine herbicides.
Invention is credited to Edmunds, Andrew, Kunz, Walter, Luthy, Christoph, Mesmaeker, Alain De, Schaetzer, Jurgen, Seckinger, Karl.
Application Number | 20030040437 09/887372 |
Document ID | / |
Family ID | 4236254 |
Filed Date | 2003-02-27 |
United States Patent
Application |
20030040437 |
Kind Code |
A1 |
Edmunds, Andrew ; et
al. |
February 27, 2003 |
Substituted pyridine herbicides
Abstract
1 Compounds of formula (I), in which the substituents are as
defined in claim 1 and the agrochemically tolerated salts M+ and
all stereoisomers and tautomers of the compounds of formula (I) are
suitable for use as herbicides.
Inventors: |
Edmunds, Andrew; (Basel,
CH) ; Luthy, Christoph; (Munchenstein, CH) ;
Seckinger, Karl; (Riegel, DE) ; Mesmaeker, Alain
De; (Kaenerkinden, CH) ; Kunz, Walter;
(Oberwil, CH) ; Schaetzer, Jurgen; (Rheinfelden,
DE) |
Correspondence
Address: |
William A. Teoli, Jr.
Syngenta Crop Protection, Inc.
Patent and Trademark Dept.
410 Swing Road
Greensboro
NC
27409
US
|
Family ID: |
4236254 |
Appl. No.: |
09/887372 |
Filed: |
June 22, 2001 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
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09887372 |
Jun 22, 2001 |
|
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PCT/EP99/10326 |
Dec 22, 1999 |
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Current U.S.
Class: |
504/251 ;
504/255; 504/260; 546/268.1; 546/281.7; 546/286; 546/298;
546/315 |
Current CPC
Class: |
A01N 43/40 20130101;
C07D 213/70 20130101; C07D 213/89 20130101; C07D 213/50 20130101;
C07D 213/71 20130101; C07D 401/06 20130101; C07D 213/84 20130101;
C07D 213/80 20130101; C07D 213/74 20130101; C07D 401/12 20130101;
C07D 213/643 20130101; C07D 405/06 20130101; C07D 213/76
20130101 |
Class at
Publication: |
504/251 ;
504/255; 504/260; 546/268.1; 546/281.7; 546/298; 546/315;
546/286 |
International
Class: |
C07D 45/02; C07D 41/02;
A01N 043/40; C07D 213/46 |
Foreign Application Data
Date |
Code |
Application Number |
Dec 23, 1998 |
CH |
2547/98 |
Claims
What is claimed is:
1. A compound of the formula I 177in which p is 0 or 1; R.sub.5 is
C.sub.1-C.sub.6haloalkyl; R.sub.2 is hydrogen,
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalke- nyl, vinyl which
is substituted by C.sub.1-C.sub.2alkoxycarbonyl or phenyl, or is
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl, ethynyl which
is substituted by trimethylsilyl, hydroxyl, C.sub.1-C.sub.2alkoxy,
C.sub.1-C.sub.2alkoxycarbonyl or phenyl, or is
C.sub.3-C.sub.6allenyl, C.sub.3-C.sub.6cycloalkyl,
C.sub.3-C.sub.6cycloalkyl which is substituted by halogen, or is
C.sub.1-C.sub.6alkoxy, C.sub.3-C.sub.6alkenyloxy,
C.sub.3-C.sub.6-alkynyloxy, CG-C.sub.6haloalkoxy,
C.sub.3-C.sub.6haloalke- nyloxy, cyano-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4- alkoxy,
C.sub.1-C.sub.4alkylthio-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkylsulfinyl-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkylsulfonyl-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6alkylsulfonyl, C.sub.1-C.sub.6haloalkylthio,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6haloalkylsulfonyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylthio,
C.sub.1-C.sub.4-alkoxycarbonyl-C.sub.1-C.sub.4alkylsulfinyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylsulfonyl,
benzyl-S(O).sub.n1--, C.sub.1-C.sub.6alkylamino,
C.sub.2-C.sub.6dialkylam- ino, C.sub.1-C.sub.6alkylaminosulfonyl,
di-(C.sub.1-C.sub.6alkylamino)sulf- onyl, benzyloxy, benzyl,
phenyl, phenoxy, phenylthio, phenylsulfinyl or phenylsulfonyl, it
being possible for the phenyl-containing groups, in turn, to be
substituted by C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl- ,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro or R.sub.2 is OS(O).sub.n2-R.sub.21,
N(R.sub.23)-S(O).sub.n3-R.sub.- 22, cyano, carbamoyl,
C.sub.1-C.sub.4alkoxycarbonyl, formyl, halogen, thiocyanato, amino,
hydroxy-C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy-C-
.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkyl-S(O)n.sub.4-C.sub.1-C.sub.4alkyl- ,
cyano-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.6alkylcarbonyloxy-C.sub.1-C.su- b.4alkyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkoxycarbonyloxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4thiocyanato-C.sub.1-C.sub.4alkyl,
benzoyloxy-C.sub.1-C.sub- .4alkyl, C.sub.2-C.sub.6oxiranyl,
C.sub.1-C.sub.4alkylamino-C.sub.1-C.sub.- 4alkyl,
di-(C.sub.1-C.sub.4-alkyl)amino-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.12alkylthiocarbonyl-C.sub.1-C.sub.4alkyl or
formyl-C.sub.1-C.sub.4alkyl, or R.sub.2 is a five- to ten-membered
monocyclic or fused bicyclic ring system which can be aromatic or
partially saturated and can contain 1 to 4 hetero atoms selected
from the group consisting of nitrogen, oxygen and sulfur, the ring
system being bonded to the pyridine ring via a
C.sub.1-C.sub.4alkylene, --CH.dbd.CH--, --COC--, --CH.sub.2O--,
--CH.sub.2N(C.sub.1-C.sub.4alkyl)--, --CH.sub.2SO--, or
--CH.sub.2SO.sub.2 group and it not being possible for each ring
system to contain more than 2 oxygen atoms and more than 2 sulfur
atoms, and it being possible for the ring system itself to be
mono-, di- or trisubstituted by C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.3-C.sub.6alkenyl,
C.sub.3-C.sub.6haloalke- nyl, C.sub.3-C.sub.6alkynyl,
C.sub.3-C.sub.6haloalkynyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.3-C.sub.6alkenylo- xy,
C.sub.3-C.sub.6alkynyloxy, mercapto, C.sub.1-C.sub.6alkylthio,
C.sub.1-C.sub.6haloalkylthio, C.sub.3-C.sub.6alkenylthio,
C.sub.3-C.sub.6haloalkenylthio, C.sub.3-C.sub.6alkynylthio,
C.sub.2-C.sub.5alkoxyalkylthio, C.sub.3-C.sub.6acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.3haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-Chaloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3haloalkoxy, halogen, cyano or nitro, and where
substituents on the nitrogen in the heterocyclic ring are other
than halogen; R.sub.3 is hydrogen, C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6haloalkenyl, C.sub.2-C.sub.6alkynyl,
C.sub.2-C.sub.6haloalkynyl, C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.1-C.sub.6alkylthi- o, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6alkylsulfonyl, C.sub.1-C.sub.6haloalkylthio,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6haloalkylsulfonyl,
C.sub.1-C.sub.6alkylamino, C.sub.2-C.sub.6dialkylamino,
C.sub.1-C.sub.6alkylaminosultonyl,
C.sub.2-C.sub.6dialkylaminosulfonyl, phenyl, phenylthio,
phenylsulfinyl, phenylsulfonyl or phenoxy, it being possible for
phenyl, in turn, to be substituted by C.sub.1-C.sub.3alkyl,
C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3haloalkoxy, halogen, cyano or nitro, or R.sub.3 is
--N(R.sub.23)--S(O).sub.n--R.sub.22, cyano, halogen, amino,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4alkyl-S(O).sub.n-C.sub.1-C.sub.4alkyl; R.sub.4 is
hydrogen, C.sub.1-C.sub.6alkyl, hydroxyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.3-C.sub.6alkenyloxy,
C.sub.3-C.sub.6haloalkenyloxy, C.sub.3-C.sub.6alkynyloxy,
C.sub.1-C.sub.4alkylcarbonyloxy, C.sub.1-C.sub.4alkylsulfonyloxy,
tosyloxy, C.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.4alkylsulfinyl,
C.sub.1-C.sub.4alkylsulfonyl, C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4dialkylamino, C.sub.1-C.sub.4alkoxycarbonyl,
C.sub.1-C.sub.4haloalkyl, formyl, cyano, halogen, phenyl or
phenoxy, it being possible for phenyl, in turn, to be substituted
by C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro; or R.sub.4 is a five to ten-membered monocyclic or
R.sub.3-fused bicyclic ring system which can contain 1 to 4 hetero
atoms selected from the group consisting of nitrogen, oxygen and
sulfur, the ring system, unless fused, being bonded to the pyridine
ring directly or via a C.sub.1-C.sub.4alkylene, --CH.dbd.CH--,
--C.ident.C--, --CH.sub.2O--, --CH.sub.2N(C.sub.1-C.sub.4a-
lkyl)--, --CH.sub.2S--, --CH.sub.2SO--, or --CH.sub.2SO.sub.2--
group and it not being possible for the ring system to contain more
than 2 oxygen atoms and more than two sulfur atoms, and it being
possible for the ring system itself to be mono-, di- or
trisubstituted by C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalke- nyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, CG-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenyloxy, C.sub.3-C.sub.6alkynyloxy,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6alkynylthio,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkylcarbo- nyl-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.- 2alkylthio,
cyano-C.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylamin- osulfonyl,
di-(C.sub.1-C.sub.2alkyl)aminosulfonyl, di-(C.sub.1-C.sub.4alky-
l)amino, halogen, cyano, nitro, phenyl and benzylthio, it being
possible for phenyl and benzylthio, in turn, to be substituted on
the phenyl ring by C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro, and where substituents on the nitrogen in the heterocyclic
ring are other than halogen; R.sub.21 is C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4haloalkyl; R.sub.22 is C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl or di-(C.sub.1-C.sub.4alkyl)amino;
R.sub.23, R.sub.24, R.sub.25 independently of one another are
hydrogen or C.sub.1-C.sub.4alkyl; n, n.sub.1, n.sub.2, n.sub.3 and
n.sub.4 independently of one another are 0, 1 or 2; Q is Q.sub.1
178in which R.sub.6, R.sub.7, R.sub.8 and R.sub.9 independently of
one another are hydrogen, C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.1-C.sub.6alkoxycarbonyl,
C.sub.1-C.sub.6alkylcarbonyl, C.sub.1-C.sub.6alkyl-S(O)n.sub.17,
C.sub.1-C.sub.6alkyl-NHS(O).sub.2, C.sub.1-C.sub.6alkylamino,
di-(C.sub.1-C.sub.6alkyl)amino, hydroxyl, C.sub.1-C.sub.6alkoxy,
C.sub.3-C.sub.6alkenyloxy, C.sub.3-C.sub.6alkynylo- xy,
hydroxy-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.4alkylsulfonyloxy-C.sub.1-- C.sub.6alkyl,
tosyloxy-C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy-C.sub.1-
-C.sub.6alkyl, C.sub.1-C.sub.6alkyl-S(O)n4-C.sub.1-C.sub.6alkyl,
cyano-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6alkoxy-C.sub.1-C.sub.6alkoxy,
benzyloxy-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6alkoxycarbonyl-C.sub.1-C.s- ub.6alkyl,
C.sub.1-C.sub.6alkoxycarbonyloxy-C.sub.1-C.sub.6alkyl,
thiocyanato-C.sub.1-C.sub.6alkyl, oxiranyl,
C.sub.1-C.sub.6alkylamino-C.s- ub.1-C.sub.6alkyl,
di(C.sub.1-C.sub.6alkyl)amino-C.sub.1-C.sub.6alkyl,
formyl-C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkyloximo, halogen,
cyano, nitro, phenyl or phenyl which is substituted by
C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkox- y,
C.sub.1-C.sub.4alkylcarbonyl, C.sub.1-C.sub.4alkoxycarbonyl, amino,
C.sub.1-C.sub.4alkylamino, di-C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4alkyl-S(O)n.sub.18,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n5,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2- O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O)n.sub.19N(C- .sub.1-C.sub.4alkyl).sub.2,
halogen, nitro, COOH or cyano; or adjacent R.sub.6 and R.sub.7 or
R.sub.8 and R.sub.9 together are -(CH.sub.2).sub.m--,
C(O)O(CH.sub.2).sub.n20-- or --S(O).sub.n21 (CH.sub.2).sub.n22--;
n.sub.5, n.sub.17, n.sub.18, n.sub.19 and n.sub.21 independently of
one another are 0, 1 or 2; n.sub.20 is 2 or 3; n.sub.22 is 2, 3 or
4; m is2, 3, 4, 5, or 6; W is oxygen, S(O).sub.n6--CR.sub.11R.-
sub.12, --CR.sub.63R.sub.64CR.sub.65R.sub.66, --C(O)-- or
--NR.sub.13; R.sub.63, R.sub.64, R.sub.65 and R.sub.66
independently of one another are hydrogen or C.sub.1-C.sub.6alkyl,
or R.sub.65 together with R.sub.7 or R.sub.9 forms a direct bond;
n.sub.6 is 0, 1 or 2; R.sub.1, is hydrogen, C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haioalkyl,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylthio-C.su- b.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylthio-C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.4alkycarbonyloxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkysulfonyloxy-C.sub.1-C.sub.4alkyl,
tosyloxy-C.sub.1-C.sub.4alkyl,
di-(C.sub.1-C.sub.3alkoxyalkyl)methyl,
di-(C.sub.1-C.sub.3alkthioalkyl)methyl,
(C.sub.1-C.sub.3alkoxyalkyl)-(C.s- ub.1-C.sub.3alkthioalkyl)methyl,
C.sub.3-C.sub.5oxacycloalkyl, C.sub.3-C.sub.5thiacycloalkyl,
C.sub.3-C.sub.4dioxacycloalkyl, C.sub.3-C.sub.4dithiacycloalkyl,
C.sub.3-C.sub.4oxathiacycloalkyl, formyl,
C.sub.1-C.sub.4alkoxycarbonyl, carbamoyl, C.sub.1-C.sub.4alkylami-
nocarbonyl, di-(C.sub.1-C.sub.4alkyl)aminocarbonyl,
phenylaminocarbonyl, benzylaminocarbonyl or phenyl which, in turn,
can be substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4haloalkoxy, C.sub.1-C.sub.4alkylcarbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, amino, C.sub.1-C.sub.4alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkyl-S(O).sub.n21,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n7,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.n20N(C.sub.1-C.sub.4alkyl), halogen,
nitro, COOH or cyano; n.sub.7, n.sub.20 and n.sub.21 independently
of one another are 0, 1 or 2; or R.sub.12 together with R.sub.6 or
R.sub.9 is a group --(CH.sub.2).sub.o--; o is 1, 2, 3, 4 or 5;
R.sub.12 is hydrogen, C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4haloalkyl; or R.sub.12 together with R.sub.1, is a
group --(CH.sub.2).sub.m1; m.sub.1 is 2, 3, 4, 5, or 6; R.sub.10 is
hydroxyl, O.sup.-M.sup.+, halogen, cyano, SCN, OCN,
C.sub.1-C.sub.12alkoxy,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alko- xy,
C.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkylsulfinyl,
C.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12haloalkylthio,
C.sub.1-C.sub.12haloalkylsulfinyl,
C.sub.1-C.sub.12haloalkylsulfonyl,
C.sub.1-C.sub.6alkoxy-C.sub.1-C.sub.6alkylthio,
C.sub.1-C.sub.6alkoxy-C.s- ub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6alkoxy-C.sub.1-C.sub.6alkylsulfo- nyl,
C.sub.2-C.sub.12alkenylthio, C.sub.2-C.sub.12alkenylsulfinyl,
C.sub.2-C.sub.12alkenylsulfonyl, C.sub.2-C.sub.12alkynylthio,
C.sub.2-C.sub.12alkynylsulfinyl, C.sub.2-C.sub.12alkynylsulfonyl,
C.sub.2-C.sub.12haloalkenylthio,
C.sub.2-C.sub.12haloalkenylsulfinyl,
C.sub.2-C.sub.12haloalkenylsulfonyl,
C.sub.1-C.sub.4-alkoxycarbonyl-C.sub- .1-C.sub.4alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylsul- finyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylsulfonyl,
(C.sub.1-C.sub.4alkoxy).sub.2P(O)O,
C.sub.1-C.sub.4alkyl-(C.sub.1-C.sub.4- alkoxy)P(O)O,
H(C.sub.1-C.sub.4alkoxy)P(O)O, R.sub.14R.sub.15N,
R.sub.14R.sub.15NNH, R.sub.16R.sub.17NC(O)O--,
R.sub.16R.sub.17NC(O)NH--,
C.sub.1-C.sub.12alkyl-S(O).sub.2NR.sub.18,
C.sub.1-C.sub.4haloalkyl-S(O).- sub.2NRP.sub.9,
C.sub.1-C.sub.12alkyl-S(O).sub.2O, C.sub.1-C.sub.4haloalky-
l-S(O).sub.2O, C.sub.1-C.sub.18alkylcarbonyloxy, it being possible
for the alkyl group to be substituted by halogen,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6alkylthio or cyano, or is
C.sub.2-C.sub.18alkenylcarbonylo- xy,
C.sub.2-C.sub.18alkynylcarbonyloxy,
C.sub.3-C.sub.6cycloalkylcarbonylo- xy,
C.sub.1-C.sub.12alkoxycarbonyloxy,
C.sub.1-C.sub.12alkylthiocarbonylox- y,
C.sub.1-C.sub.12alkylthiocarbamoyl,
C.sub.1-C.sub.6alkyl-NH(CS)N(C.sub.- 1-C.sub.6alkyl)-NH--,
di-C.sub.1-C.sub.6alkyl-N(CS)N(C.sub.1-Cralkyl)-NH--- , benzyloxy,
benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio,
phenylsulfinyl, phenylsulfonyl, phenylsulfonylamino,
phenylsulfonyloxy or benzoyloxy, it being possible for the phenyl
groups, in turn, to be substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4haloalkox- y, C.sub.1-C.sub.4alkylcarbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkylthio,
C.sub.1-C.sub.4alkylsulfinyl, C.sub.1-C.sub.4alkylsulfonyl,
C.sub.1-C.sub.4alkyl-S(O).sub.2O, C.sub.1-C.sub.4haloalkylthio,
C.sub.1-C.sub.4haloalkylsulfinyl, C.sub.1-C.sub.4haloalkylsulfonyl,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub- .1-C.sub.4alkyl), halogen,
nitro or cyano; or R.sub.10 is a group Ar.sub.1-thio,
Ar.sub.2-sulfinyl, Ar.sub.3-sulfonyl, --OCO--Ar.sub.4 or
NH--Ar.sub.5 in which Ar.sub.1, Ar.sub.2, Ar.sub.3, Ar.sub.4 and
Ar.sub.5 independently of one another are a five- to ten-membered
monocyclic or fused bicyclic ring system which can be aromatic or
partially saturated and can contain 1 to 4 hetero atoms selected
from the group consisting of nitrogen, oxygen and sulfur, and it
not being possible for each ring system to contain more than 2
oxygen atoms and more than two sulfur atoms, and it being possible
for the ring system itself to be mono-, di- or trisubstituted by
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.3-C.sub.6alkenyl, C.sub.3-C.sub.6haloalkenyl,
C.sub.3-C.sub.6alkynyl, C.sub.3-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenylo- xy, C.sub.3-C.sub.6alkynyloxy, mercapto,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6alkynylthio, C.sub.2-C.sub.5alkoxyalkylthio,
C.sub.3-C.sub.5acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4-cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkox- y, halogen, cyano
or nitro, and where substituents on the nitrogen in the
heterocyclic rings are other than halogen; R.sub.14, R.sub.15,
R.sub.16, R.sub.17 and R.sub.18 independently of one another are
hydrogen or C.sub.1-C.sub.6alkyl; n.sub.8, n.sub.9, n.sub.10,
n.sub.11, n.sub.12, n.sub.13 and n.sub.14 independently of one
another are 0, 1 or 2; R.sub.13 is hydrogen, C.sub.1-CO.sub.4alkyl,
C.sub.1-C.sub.4alkythio-C.su- b.1-C.sub.4carbonyl,
C.sub.1-C.sub.4alkylsulfinyl-C.sub.1-C.sub.4carbonyl,
C.sub.1-C.sub.4alkylsulfonyl-C.sub.1-C.sub.4carbonyl,
C.sub.1-C.sub.4-alkoxycarbonyl, C.sub.1-C.sub.4alkylcarbonyl,
phenylcarbonyl, or is phenyl which, in turn, can be substituted by
C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkoxy,
C.sub.1-C.sub.4alkylcarbonyl, C.sub.1-C.sub.4alkoxycarbonyl,
C.sub.1-C.sub.4alkylamino, di-C.sub.1-C.sub.4-alkylamino,
C.sub.1-C.sub.4alkyl-S(O).sub.n15,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n16,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub.1-C.sub.4alkyl), halogen,
nitro, or cyano; and n.sub.15 and n.sub.16 independently of one
another are 0, 1 or 2; or an agrochemically tolerated salt M+or a
stereoisomer or tautomer of a compound of the formula I.
2. A compound according to claim 1, wherein p is 0; R.sub.5 is
C.sub.1-C.sub.6haloalkyl; R.sub.2 is hydrogen,
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalke- nyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalko- xy, C.sub.1-C.sub.6alkylthio,
C.sub.1-C.sub.6-alkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylthio, C.sub.1-C.sub.6haloalkylsulfinyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, benzyl-S(O).sub.n1--,
C.sub.1-C.sub.6alkylamino, C.sub.2-C.sub.6dialkylam- ino,
C.sub.1-C.sub.6-alkylaminosulfonyl,
C.sub.2-C.sub.6-dialkylaminosulfo- nyl, phenyl, phenoxy,
phenylthio, phenylsulfinyl or phenylsulfonyl, it being possible for
the phenyl group, in turn, to be substituted by
C.sub.1-C.sub.3-alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro, or is OS(O).sub.n2-R.sub.21,
N(R.sub.23)-S(O).sub.n3-R.sub.22, cyano, halogen, amino,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkyl-S(O).sub.n4-C.sub.1-C.sub.4alkyl,
cyano-C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkoxy- ; R.sub.3 is hydrogen,
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.3-Crcycloalkyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.1-C.sub.6alkylthi- o,
C.sub.1-C.sub.6-alkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylthio, C.sub.1-C.sub.6haloalkylsulfinyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, C.sub.1-Cfalkylamino,
C.sub.2-C.sub.6dialkylamino, C.sub.1-C.sub.6-alkylaminosulfonyl,
C.sub.2-C.sub.6-dialkylaminosulfonyl, phenyl, phenylthio,
phenylsulfinyl, phenylsulfonyl or phenoxy, it being possible for
phenyl, in turn, to be substituted by C.sub.1-C.sub.3alkyl,
C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3haloalkoxy, halogen, cyano or nitro, or is
--N(R.sub.23)--S(O).sub.n--R.sub.22, cyano, halogen, amino,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4alkyl-S(O).s- ub.n--C.sub.1-C.sub.4alkyl; R.sub.4 is
hydrogen, C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.4alkoxy,
CG-C.sub.4haloalkoxy, C.sub.1-C.sub.4alkylcarbonyl- oxy,
C.sub.1-C.sub.4-Alkylthio, C.sub.1-C.sub.4alkylsulfinyl,
C.sub.1-C.sub.4alkylsuifonyl, C.sub.1-C.sub.4haloalkyl, formyl,
cyano, halogen, phenyl or phenoxy, it being possible for phenyl, in
turn, to be substituted by C.sub.1-C.sub.3alkyl,
C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3haloalkoxy, halogen, cyano or nitro; or R.sub.4 is a
five- to ten-membered monocyclic or R.sub.3-fused bicyclic ring
system which can contain 1 to 4 hetero atoms selected from the
group consisting of nitrogen, oxygen and sulfur, the ring system
being bonded to the pyridine ring via a C.sub.1-C.sub.4alkylene
group and it not being possible for the ring system to contain more
than 2 oxygen atoms and more than two sulfur atoms, and it being
possible for the ring system itself to be mono-, di- or
trisubstituted by C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalke- nyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenylo- xy, C.sub.3-C.sub.6alkynyloxy,
C.sub.1-C.sub.6-Alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6alkynylthio,
C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkylcarb- onyl-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub- .2alkylthio,
cyano-C.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulionyl, aminosulfonyl,
C.sub.1-C.sub.2alkylami- nosulfonyl,
C.sub.2-C.sub.4dialkylaminosuffonyl, halogen, cyano, nitro, phenyl
and benzylthio, it being possible for phenyl and benzylthio, in
turn, to be substituted on the phenyl ring by C.sub.1-C.sub.3alkyl,
C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3-haloalko- xy, halogen, cyano or nitro, and where
substituents on the nitrogen in the heterocyclic ring are other
than halogen; R.sub.21 and R.sub.22 independently of one another
are C.sub.1-C.sub.4alkyl or C.sub.1-C.sub.4haloalkyl; R.sub.23
R.sub.24 and R.sub.25 independently of one another are hydrogen or
C.sub.1-C.sub.4alkyl; n, n.sub.1, n.sub.2, n.sub.3 and n.sub.4
independently of one another are 0, 1 or 2; Q is Q.sub.1 179in
which R.sub.6, R.sub.7, R.sub.8 and R.sub.9 independently of one
another are hydrogen, C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6-haloalkyl, C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.1-C.sub.6alkoxycarbonyl,
C.sub.1-C.sub.6alkyl-S(O).sub.n17,
C.sub.1-C.sub.6alkyl-NHS(O).sub.2, C.sub.1-C.sub.6alkylamino,
di-(C.sub.1-C.sub.6alkyl)amino, hydroxyl, C.sub.1-C.sub.6alkoxy,
C.sub.3C.sub.6alkenyloxy, C.sub.3-C.sub.6-alkynylo- xy,
hydroxy-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.4alkylsulfonyloxy-C.sub.1-- C.sub.6alkyl,
tosyloxy-C.sub.1-C.sub.6alkyl, halogen, cyano, nitro, phenyl or
phenyl which is substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4haloalkox- y, C.sub.1-C.sub.4alkylcarbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, amino, C.sub.1-C.sub.4-alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkyl-S(O).sub.n18,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n5,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2- O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O)n.sub.19N(C- .sub.1-C.sub.4alkyl),
halogen, nitro, COOH or cyano; or adjacent R.sub.6 and R.sub.7 or
R.sub.8 and R.sub.9 together are -(CH.sub.2).sub.m--; n.sub.5
n.sub.17, n.sub.18 and n.sub.19 independently of one another are 0,
1 or 2; m is 2, 3, 4, 5, or 6; W is oxygen, S(O).sub.n6,
--CR.sub.11,R.sub.12--, --C(O)-- or --NR.sub.13--; n.sub.6 is 0, 1
or 2; R.sub.11 is hydrogen, C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylthio-C.su- b.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylcarbonyloxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylsulfonyloxy-C.sub.1-C.sub.4alkyl,
tosyloxy-C.sub.1-C.sub.4alkyl,
di-(C.sub.1-C.sub.3alkoxyalkyl)methyl,
di-(C.sub.1-C.sub.3alkylthioalkyl)methyl,
(C.sub.1-C.sub.3alkoxyalkyl)-(C-
.sub.1-C.sub.3alkylthioalkyl)methyl, C.sub.3-C.sub.5oxacycloalkyl,
C.sub.3-Csthiacycloalkyl, C.sub.3-C.sub.4dioxacycloalkyl,
C.sub.3-C.sub.4-dithiacycloalkyl, C.sub.3-C.sub.4oxathiacycloalkyl,
formyl, C.sub.1-C.sub.4alkoxycarbonyl or phenyl which, in turn, can
be substituted by C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkoxy,
C.sub.1-C.sub.4-alkylca- rbonyl, C.sub.1-C.sub.4alkoxycarbonyl,
amino, C.sub.1-C.sub.4alkylamino, di-C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4alkyl-S(O).sub.n21,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n7,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O),2oN(C.sub.1-C.sub.4alkyl), halogen,
nitro, COOH or cyano; n.sub.7, n.sub.20 and n.sub.21 independently
of one another are 0, 1 or 2; or R.sub.12 together with R.sub.9 is
a group --(CH.sub.2).sub.o--; o is 1, 2, 3, 4 or 5; R.sub.12 is
hydrogen, C.sub.1-C.sub.4alkyl or C.sub.1-C.sub.4haloalkyl; or
R.sub.12 together with R.sub.1 is a group --(CH.sub.2).sub.m1;
m.sub.1 is 2, 3, 4, 5, or 6; R.sub.10 is hydroxyl, O.sup.-M.sup.+,
halogen, C.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkylcarbonyloxy,
C.sub.2-C.sub.4-alkenylcarbonyloxy,
C.sub.3-C.sub.6cycloalkylcarbonyloxy,
C.sub.1-C.sub.12alkoxycarbonyloxy,
C.sub.2-C.sub.12-alkylcarbonyloxy, R.sub.23R.sub.24N-C(O)O,
C.sub.1-C.sub.12alkylS(O).sub.n8--,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n9-- -,
C.sub.2-C.sub.12-alkenylS(O)nlo-,
C.sub.2-C.sub.12haloalkenylS(O)n.sub.- 11-,
C.sub.2-C.sub.12alkynylS(O)n.sub.12-; benzyloxy, phenoxy,
phenylthio, phenylsulfinyl or phenylsulfonyl, where the phenyl
group, in turn, can be substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4haloalkoxy, C.sub.1-C.sub.4alkylcar- bonyl,
C.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkyl-S(O).sub.n13,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n14,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub.1-C.sub.4alkyl), halogen,
nitro or cyano, or is C.sub.1-C.sub.4alkyl-S(O).sub.2O,
phenyl-S(O).sub.2O, (C.sub.1-C.sub.4-alkoxy).sub.2P(O)O,
C.sub.1-C.sub.4alkyl(C.sub.1-C.sub.4- alkoxy)P(O)O, or
H(C.sub.1-C.sub.4alkoxy)P(O)O; n.sub.8, n.sub.9, n.sub.10,
n.sub.11, n.sub.12, n.sub.13 and n.sub.14 independently of one
another are 0, 1 or 2; R.sub.13 is hydrogen, C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkoxycarbonyl or phenyl which, in turn, can be
substituted by C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkoxy,
C.sub.1-C.sub.4alkylcar- bonyl, C.sub.1-C.sub.4alkoxycarbonyl,
C.sub.1-C.sub.4alkylamino, di-C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4alkyl-S(O).sub.n15,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O)nl.sub.6,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub.1-C.sub.4alkyl), halogen,
nitro or cyano; n.sub.15 and n.sub.16 independently of one another
are 0, 1 or 2; or an agrochemically tolerated salt M.sup.+ or a
stereoisomer or tautomer of a compound of the formula I.
3. A compound according to claim 1, in which R.sub.10 is hydroxyl
or O.sup.-M.sup.+.
4. A compound according to claim 1, in which W is oxygen,
--CR.sub.11R.sub.12-- or --C(O)--.
5. A compound according to claim 1, in which W is oxygen and
R.sub.6, R.sub.7, R.sub.8 and R.sub.9 independently of one another
are hydrogen or C.sub.1-C.sub.3alkyl.
6. A compound according to claim 1, in which W is --C(O)-- and
R.sub.6, R.sub.7, R.sub.8 and R.sub.9 independently of one another
are C.sub.1-C.sub.3alkyl.
7. A compound according to claim 1, in which R.sub.2 is hydrogen
and R.sub.3 is methyl.
8. A compound according to claim 1, in which R.sub.2 is methyl,
ethyl, n-propyl, i-propyl, vinyl, methoxymethyl,
methoxycarbonyloxymethyl, ethoxycarbonyloxymethyl, acetoxymethyl,
propionyloxymethyl, chloromethyl, bromomethyl, fluoromethyl,
difluoromethyl, trifluoromethyl or cyanomethyl.
9. A compound according to claim 1, in which R.sub.4 is hydrogen or
methyl.
10. A compound according to claim 1, in which R.sub.5 is
trifluoromethyl, difluorochloromethyl, pentafluoroethyl,
heptafluoropropyl or difluoromethyl.
11. A compound according to claim 1, in which R.sub.3 is hydrogen
and R.sub.2 is C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.3haloalkyl,
cyclopropyl, C.sub.2-C.sub.3alkenyl, C.sub.2-C.sub.3haloalkenyl,
C.sub.2-C.sub.3alkynyl, allenyl,
C.sub.1-C.sub.2-alkoxy-C.sub.1-C.sub.2al- kyl,
C.sub.1-C.sub.2alkylthio-C.sub.1-C.sub.2alkyl,
cyano-C.sub.1-C.sub.2alkyl,
C.sub.1-C.sub.2alkoxycarbonyl-C.sub.1-C.sub.2- -alkyl,
C.sub.1-C.sub.4alkylcarbonyloxy-C.sub.1-C.sub.2alkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, allyloxy,
propargyloxy, C.sub.1-C.sub.3alkylthio,
C.sub.1-C.sub.3alkylsulfinyl or cyano.
12. A compound of the formula IIIa 180in which R.sub.501 is
C.sub.1-C.sub.6haloalkyl; R.sub.301 is hydrogen; R.sub.401 is
hydrogen or C.sub.1-C.sub.6alkyl; and R.sub.201 is
C.sub.1-C.sub.5alkyl,
C.sub.1-C.sub.6haloalkyl-C.sub.1-C.sub.4alkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl, or
C.sub.1-C.sub.2-alkoxycarbonyl- or phenyl-substituted vinyl,
C.sub.2-C.sub.6alkynyl or C.sub.2-C.sub.6haloalkynyl; or
trimethylsilyl-, hydroxyl-, C.sub.1-C.sub.2alkoxy-,
C.sub.1-C.sub.2alkoxycarbonyl- or phenyl-substituted ethynyl or
C.sub.3-C.sub.6allenyl; or C.sub.3-C.sub.6cycloalkyl,
halogen-substituted C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4-alkyl,
C.sub.1-C.sub.4alkyl-S(O),4-- C.sub.1-C.sub.4alkyl,
cyano-C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxycar-
bonyl-C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4-thiocyanato, oxiranyl,
C.sub.1-C.sub.4alkylamino-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4dialkylami- no-C.sub.1-C.sub.4alkyl,
hydroxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.12alkylthiocarbonyl-C.sub.1-C.sub.4alkyl or
formyl-C.sub.1-C.sub.4alkyl, or R20, is a five- to ten-membered
monocyclic or fused bicyclic ring system which can be aromatic or
partially saturated and can contain 1 to 4 hetero atoms selected
from the group consisting of nitrogen, oxygen and sulfur, the ring
system being bonded to the pyridine ring via a
C.sub.1-C.sub.4-alkylene, --CH.dbd.CH--, --C.ident.C--,
--CH.sub.2O--, --CH.sub.2N(C.sub.1-C.sub.4a- lkyl)-, --CH.sub.2S--,
--CH.sub.2SO-- or --CH.sub.2SO.sub.2-group and it not being
possible for each ring system to contain more than 2 oxygen atoms
and more than two sulfur atoms, and it being possible for the ring
system itself to be mono-, di- or trisubstituted by
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.3-C.sub.6alkenyl, C.sub.3-C.sub.6haloalke- nyl,
C.sub.3-C.sub.6alkynyl, C.sub.3-C.sub.6haloaikynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenylo- xy, C.sub.3-C.sub.6alkynyloxy, mercapto,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6-alkynylthio, C.sub.2-C.sub.5alkoxyalkylthio,
C.sub.3-C.sub.5acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4-cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3-haloalko- xy, halogen, cyano
or nitro, and where the substituents on the nitrogen in the
heterocyclic ring are other than halogen; and X is halogen or
cyano.
13. A compound of the formula XVIa 181in which R.sub.501 is
C.sub.1-C.sub.6haloalkyl; R.sub.301 is hydrogen; R.sub.401 is
hydrogen or C.sub.1-C.sub.6alkyl; and R.sub.201 is
C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl-C.sub.1-C.sub.4alkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl, or
C.sub.1-C.sub.2-alkoxycarbonyl- or phenyl-substituted vinyl,
C.sub.2-C.sub.6alkynyl or C.sub.2-C.sub.6haloalkynyl; or
irimethylsilyl-, hydroxyl-, C.sub.1-C.sub.2alkoxy-,
C.sub.1-C.sub.2alkoxycarbonyl- or phenyl-substituted ethynyl or
C.sub.3-C.sub.6allenyl; or C.sub.3-C.sub.6cycloalkyl,
halogen-substituted C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4-alkyl,
C.sub.1-C.sub.4alkyl-S(O).su- b.n4-C.sub.1-C.sub.4alkyl,
cyano-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4-thiocyanato, oxiranyl,
C.sub.1-C.sub.4alkylamino-C.sub.1-- C.sub.4alkyl,
C.sub.1-C.sub.4dialkylamino-C.sub.1-C.sub.4alkyl,
hydroxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.12alkylthiocarbonyl-C.sub.1-C- .sub.4alkyl or
formyl-C.sub.1-C.sub.4alkyl, or R.sub.201 is a five- to
ten-membered monocyclic or fused bicyclic ring system which can be
aromatic or partially saturated and can contain 1 to 4 hetero atoms
selected from the group consisting of nitrogen, oxygen and sulfur,
the ring system being bonded to the pyridine ring via a
C.sub.1-C.sub.4-alkylene, --CH.dbd.CH--, --C.ident.C--,
--CH.sub.2O--, --CH.sub.2N(C.sub.1-C.sub.4alkyl)--, --CH.sub.2S--,
--CH.sub.2SO-- or --CH.sub.2SO.sub.2-group and it not being
possible for each ring system to contain more than 2 oxygen atoms
and more than two sulfur atoms, and it being possible for the ring
system itself to be mono-, di- or trisubstituted by
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.3-C.sub.6alkenyl, C.sub.3-C.sub.6haloalkenyl,
C.sub.3-C.sub.6alkynyl, C.sub.3-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenylo- xy, C.sub.3-C.sub.6alkynyloxy, mercapto,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.37 C.sub.6haloalkenylthio,
C.sub.3-C.sub.6-alkynylthio, C.sub.2-C.sub.5alkoxyalkylthio,
C.sub.3-C.sub.5acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4-cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3-haloalko- xy, halogen, cyano
or nitro, and where the substituents on the nitrogen in the
heterocyclic ring are other than halogen; and X is halogen or
cyano, with the proviso that, when R.sub.501 is trifluoromethyl
and, simultaneously, R.sub.301 and R.sub.401 are hydrogen, then
R.sub.201 is other than C.sub.1-C.sub.6alkyl.
14. Herbicidal and plant-growth-inhibitory composition, which has a
herbicidally active content of a compound of the formula I on an
inert carrier.
15. A method of controlling undesired vegetation, in which a
herbicidally active amount of an active ingredient of the formula I
or of a composition comprising this active ingredient is applied to
the plants or their environment.
16. A method of inhibiting plant growth, in which a herbicidally
active amount of an active ingredient of the formula I or of a
composition comprising this active ingredient is applied to the
plants or their environment.
17. The use of a composition according to claim 14 for controlling
undesired plant growth.
Description
[0001] The present invention relates to novel, herbicidally active
pyridine ketones, to their preparation, to compositions comprising
these compounds, and to their use for controlling weeds, especially
in crops of useful plants, or for inhibiting plant growth.
[0002] Herbicidally active pyridine ketones are described, for
example, in WO 97/46530. There have now been found novel pyridine
ketones which have herbicidal and growth-inhibitory properties.
[0003] The present invention therefore relates to compounds of the
formula I 2
[0004] in which
[0005] p is 0 or 1;
[0006] R.sub.5 is C.sub.1-C.sub.6haloalkyl;
[0007] R.sub.2 is hydrogen, C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl- , C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6haloalkenyl, vinyl which is substituted by
C.sub.1-C.sub.2alkoxycarbonyl or phenyl, or is
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl, ethynyl which
is substituted by trimethylsilyl, hydroxyl, C.sub.1-C.sub.2alkoxy,
C.sub.1-C.sub.2alkoxycarbonyl or phenyl, or is
C.sub.3-C.sub.6alkenyl, C.sub.3-C.sub.6cycloalkyl,
C.sub.3-C.sub.6cycloalkyl which is substituted by halogen, or is
C.sub.1-C.sub.6alkoxy, C.sub.3-C.sub.6alkenyloxy,
C.sub.3-C.sub.6alkynyloxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6haloalkenyloxy, cyano-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkylthio-C.s- ub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkylsulfinyl-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkylsulfonyl-C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkoxy,
C.sub.1-6alkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6alkylsufonyl, C.sub.1-C.sub.6haloalkylthio,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6haloalkylsulfonyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C- .sub.4alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylsulfiny- l,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylsulfonyl,
benzy[-S(O).sub.n1-, C.sub.1-C.sub.6alkylamino,
C.sub.2-C.sub.6dialkylami- no, C.sub.1-C.sub.6alkylaminosulfonyl,
di-(C.sub.1-C.sub.6alkytamino)sulfo- nyl, benzyloxy, benzyl,
phenyl, phenoxy, phenylthio, phenylsulfinyl or phenylsulfonyl, it
being possible for the phenyl-containing groups, in turn, to be
substituted by C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl- ,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro or R.sub.2 is OS(O).sub.n2-R.sub.21,
N(R.sub.23)-S(O).sub.n3-R.sub.- 22, cyano, carbamoyl,
C.sub.1-C.sub.4alkoxycarbonyl, formyl, halogen, thiocyanato, amino,
hydroxy-C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy-C-
.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkyl-S(O).sub.n4-C.sub.1-C.sub.4alkyl- ,
cyano-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.6alkylcarbonyloxy-C.sub.1-C.su- b.4alkyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkoxycarbonyloxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4thiocyanato-C.sub.1-C.sub.4alkyl,
benzoyloxy-C.sub.1-C.sub- .4alkyl, C.sub.2-C.sub.6oxiranyl,
C.sub.1-C.sub.4alkylamino-C.sub.1-C.sub.- 4alkyl,
di-(C.sub.1-C.sub.4-alkyl)amino-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.12alkylthiocarbonyl-C.sub.1-C.sub.4alkyl or
formyl-C.sub.1-C.sub.4alkyl, or R.sub.2 is a five- to ten-membered
monocyclic or fused bicyclic ring system which can be aromatic or
partially saturated and can contain 1 to 4 hetero atoms selected
from the group consisting of nitrogen, oxygen and sulfur, the ring
system being bonded to the pyridine ring via a
C.sub.1-C.sub.4alkylene, --CH.dbd.CH--, --C.ident.C--,
--CH.sub.2O--, --CH.sub.2N(C.sub.1-C.sub.4alkyl)-, --CH.sub.2SO--,
or -CH.sub.2SO.sub.2 group and it not being possible for each ring
system to contain more than 2 oxygen atoms and not more than 2
sulfur atoms, and it being possible for the ring system itself to
be mono-, di- or trisubstituted by C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.3-C.sub.6alkenyl,
C.sub.3-C.sub.6haloalke- nyl, C.sub.3-C.sub.6alkynyl,
C.sub.3-C.sub.6haloalkynyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.3-C.sub.6alkenylo- xy,
C.sub.3-C.sub.6alkynyloxy, mercapto, C.sub.1-C.sub.6alkylthio,
C.sub.1-C.sub.6haloalkylthio, C.sub.3-C.sub.6alkenylthio,
C.sub.3-C.sub.6haloalkenylthio, C.sub.3-C.sub.6alkynylthio,
C.sub.2-C.sub.5alkoxyalkylthio, C.sub.3-C.sub.6acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkox- y, halogen, cyano
or nitro, and substituents on the nitrogen in the heterocyclic ring
being other than halogen; R.sub.3 is hydrogen,
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.1-C.sub.6alkylthi- o,
C.sub.1-C.sub.6alkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylthio, C.sub.1-C.sub.6haloalkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfonyl, C.sub.1-C.sub.6alkylamino,
C.sub.2-C.sub.6dialkylamino, C.sub.1-C.sub.6alkylaminosulfonyl,
C.sub.2-C.sub.6dialkylaminosulfonyl, phenyl, phenylthio,
phenylsulfinyl, phenylsulfonyl or phenoxy, it being possible for
phenyl, in turn, to be substituted by C.sub.1-C.sub.3alkyl,
C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3haloalkoxy, halogen, cyano or nitro, or R.sub.3 is
--N(R.sub.23)--S(O).sub.n--R.sub.22, cyano, halogen, amino,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4alkyl-S(O),-C.sub.1-C.sub.4alkyl; R.sub.4 is
hydrogen, C.sub.1-C.sub.6alkyl, hydroxyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.3-C.sub.6alkenyloxy,
C.sub.3-C.sub.6haloalkenyloxy, C.sub.3-C.sub.6alkynyloxy,
C.sub.1-C.sub.4alkylcarbonyloxy, C.sub.1-C.sub.4alkylsulfonyloxy,
tosyloxy, C.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.4alkylsulfinyl,
C.sub.1-C.sub.4alkylsulfonyl, C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4dialkylamino, C.sub.1-C.sub.4alkoxycarbonyl,
C.sub.1-C.sub.4haloalkyl, formyl, cyano, halogen, phenyl or
phenoxy, it being possible for phenyl, in turn, to be substituted
by C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro; or R.sub.4 is a five to ten-membered monocyclic or
R.sub.3-fused bicyclic ring system which can contain 1 to 4 hetero
atoms selected from the group consisting of nitrogen, oxygen and
sulfur, the ring system, unless fused, being bonded to the pyridine
ring directly or via a C.sub.1-C.sub.4alkylene, --CH.dbd.CH--,
--C.ident.C--, --CH.sub.2O--, --CH.sub.2N(C.sub.1-C.sub.4a-
lkyl)--, --CH.sub.2S--, --CH.sub.2SO--, or --CH.sub.2SO.sub.2--
group and it not being possible for the ring system to contain more
than 2 oxygen atoms and not more than two sulfur atoms, and it
being possible for the ring system itself to be mono-, di- or
trisubstituted by C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenyloxy, C.sub.3-C.sub.6alkynyloxy,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6alkynylthio,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkylcarbo- nyl-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.- 2alkylthio,
cyano-C.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylamin- osulfonyl,
di-(C.sub.1-C.sub.2alkyl)aminosulfonyl, di-(C.sub.1-C.sub.4alky-
l)amino, halogen, cyano, nitro, phenyl and benzylthio, it being
possible for phenyl and benzylthio, in turn, to be substituted on
the phenyl ring by C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro, and substituents on the nitrogen in the heterocyclic ring
being other than halogen;
[0008] R.sub.21 is C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4haloalkyl;
[0009] R.sub.22 is C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl
or di-(C.sub.1-C.sub.4alkyl)amino;
[0010] R.sub.23 R.sub.24, R.sub.25 independently of one another are
hydrogen or C.sub.1-C.sub.4alkyl;
[0011] n, n.sub.1, n.sub.2, n.sub.3 and n.sub.4 independently of
one another are 0, 1 or 2;
[0012] Q is Q.sub.1 3
[0013] in which
[0014] R.sub.6, R.sub.7, R.sub.8 and R.sub.9 independently of one
another are hydrogen, C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.1-C.sub.6alkoxycarb- onyl,
C.sub.1-C.sub.6alkylcarbonyl, C.sub.1-C.sub.6alkyl-S(O).sub.n17,
C.sub.1-C.sub.6alkyl-NHS(O).sub.2, C.sub.1-C.sub.6alkylamino,
di-(C.sub.1-C.sub.6alkyl)amino, hydroxyl, C.sub.1-C.sub.6alkoxy,
C.sub.3-C.sub.6alkenyloxy, C.sub.3-C.sub.6alkynyloxy,
hydroxy-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.4alkylsulfonyloxy-C.sub.1-C.s- ub.6alkyl,
tosyloxy-C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy-C.sub.1-C.-
sub.6alkyl, C.sub.1-C.sub.6alkyl-S(O),4-C.sub.1-C.sub.6alkyl,
cyano-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6alkoxy-C.sub.1-C.sub.6alkoxy,
benzyloxy-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6alkoxycarbonyl-C.sub.1-C.s- ub.6alkyl,
C.sub.1-C.sub.6alkoxycarbonyloxy-C.sub.1-C.sub.6alkyl,
thiocyanato-C.sub.1-C.sub.6alkyl, oxiranyl,
C.sub.1-C.sub.6alkylamino-C.s- ub.1-C.sub.6alkyl,
di(C.sub.1-C.sub.6alkyl)amino-C.sub.1-C.sub.6alkyl,
formyl-C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkyloximo, halogen,
cyano, nitro, phenyl or phenyl which is substituted by
C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkox- y,
C.sub.1-C.sub.4alkylcarbonyl, C.sub.1-C.sub.4alkoxycarbonyl, amino,
C.sub.1-C.sub.4alkylamino, di-C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4alkyl-S(O).sub.n18,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n5,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2- O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.n19N(C- .sub.1-C.sub.4alkyl).sub.2,
halogen, nitro, COOH or cyano;
[0015] or adjacent R.sub.6 and R.sub.7 or R.sub.8 and R.sub.9
together are --(CH.sub.2).sub.m--, C(O)O(CH.sub.2).sub.n20-- or
--S(O).sub.n21(CH.sub.2).sub.n22--;
[0016] n.sub.5, n.sub.17, n.sub.18, n.sub.19 and n.sub.21
independently of one another are 0, 1 or 2;
[0017] n.sub.20 is 2 or 3;
[0018] n.sub.22 is 2,3 or 4;
[0019] m is 2, 3, 4, 5, or 6;
[0020] W is oxygen, S(O).sub.n6, --CR.sub.11R.sub.12,
--CR.sub.63R.sub.64CR.sub.65R.sub.66, --C(O)-- or --NR.sub.13;
[0021] R.sub.63, R.sub.64, R.sub.65 and R.sub.66 independently of
one another are hydrogen or C.sub.1-C.sub.6alkyl, or R.sub.65
together with R.sub.7 or R.sub.9 forms a direct bond;
[0022] n.sub.6 is 0, 1 or 2;
[0023] R.sub.11 is hydrogen, C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalky- l,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylthio-C.- sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylthio-C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.4alkycarbonyloxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkysulfonyloxy-C.sub.1-C.sub.4alkyl,
tosyloxy-C.sub.1-C.sub.4alkyl,
di-(C.sub.1-C.sub.3alkoxyalkyl)methyl,
di-(C.sub.1-C.sub.3alkthioalkyl)methyl,
(C.sub.1-C.sub.3alkoxyalkyl)-(C.s- ub.1-C.sub.3alkthioalkyl)methyl,
C.sub.3-C.sub.5oxacycloalkyl, C.sub.3-C.sub.5thiacycloalkyl,
C.sub.3-C.sub.4dioxacycloalkyl, C.sub.3-C.sub.4dithiacycloalkyl,
C.sub.3-C.sub.4oxathiacycloalkyl, formyl,
C.sub.1-C.sub.4alkoxycarbonyl, carbamoyl, C.sub.1-C.sub.4alkylami-
nocarbonyl, di-(C.sub.1-C.sub.4alkyl)aminocarbonyl,
phenylaminocarbonyl, benzylaminocarbonyl or phenyl which, in turn,
can be substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4haloalkoxy, C.sub.1-C.sub.4alkylcarbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, amino, C.sub.1-C.sub.4alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkyl-S(O).sub.n21,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n7,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.n20N(C.sub.1-C.sub.4alkyl), halogen,
nitro, COOH or cyano;
[0024] n.sub.7, n.sub.20 and n.sub.21 independently of one another
are 0, 1 or 2;
[0025] or R.sub.12 together with R.sub.6 or R.sub.9 is a group
--(CH.sub.2).sub.o--;
[0026] o is 1, 2, 3, 4 or 5;
[0027] R.sub.12 is hydrogen, C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4haloalkyl;
[0028] or R.sub.12 together with R.sub.11 is a group -(CH.sub.2)mI;
m.sub.1 is 2, 3, 4, 5, or 6; R.sub.10 is hydroxyl, O-M+, halogen,
cyano, SCN, OCN, C.sub.1-C.sub.12alkoxy,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C- .sub.4alkoxy,
C.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkylsulfinyl,
C.sub.1-C.sub.2alkylsulfonyl, C.sub.1-C.sub.12haloalkylthio,
C.sub.1-C.sub.12haloalkylsulfinyl,
C.sub.1-C.sub.12haloalkylsulfonyl,
C.sub.1-C.sub.6alkoxy-C.sub.1-C.sub.6alkylthio,
C.sub.1-C.sub.6alkoxy-C.s- ub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6alkoxy-C.sub.1-C.sub.6alkylsulfo- nyl,
C.sub.2-C.sub.12alkenylthio, C.sub.2-C.sub.12alkenylsulfinyl,
C.sub.2-C.sub.12alkenylsulfonyl, C.sub.2-C.sub.12alkynylthio,
C.sub.2-C.sub.12alkynylsulfinyl, C.sub.2-C.sub.12alkynylsulfonyl,
C.sub.2-C.sub.12haloalkenylthio,
C.sub.2-C.sub.12haloalkenylsulfinyl,
C.sub.2-C.sub.12haloalkenylsulfonyl,
C.sub.1-C.sub.4-alkoxycarbonyl-C.sub- .1-C.sub.4alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylsul- finyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4alkylsulfonyl,
(C.sub.1-C.sub.4alkoxy).sub.2P(O)O,
C.sub.1-C.sub.4alkyl-(C.sub.1-C.sub.4- alkoxy)P(O)O,
H(C.sub.1-C.sub.4alkoxy)P(O)O, R.sub.14R.sub.15N,
R.sub.14R.sub.15NNH, R.sub.16R.sub.17NC(O)O--,
R.sub.16R.sub.17NC(O)NH--,
C.sub.1-C.sub.12alkyl-S(O).sub.2NR.sub.18,
C.sub.1-C.sub.4haloalkyl-S(O).- sub.2NR.sub.19,
C.sub.1-C.sub.12alkyl-S(O).sub.2O, C.sub.1-C.sub.4haloalky-
l-S(O).sub.2O, C.sub.1-C.sub.18alkylcarbonyloxy, it being possible
for the alkyl group to be substituted by halogen,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6alkylthio or cyano, or is
C.sub.2-C.sub.18alkenylcarbonylo- xy,
C.sub.2-C.sub.18alkynylcarbonyloxy,
C.sub.3-C.sub.6cycloalkylcarbonylo- xy,
C.sub.1-C.sub.12alkoxycarbonyloxy,
C.sub.1-C.sub.12alkylthiocarbonylox- y,
C.sub.1-C.sub.12alkylthiocarbamoyl,
C.sub.1-C.sub.6alkyl-NH(CS)N(C.sub.- 1-C.sub.6alkyl)-N H-,
di-C.sub.1-C.sub.6alkyl-N(CS)N(C.sub.1-C.sub.6alkyl)- -NH--,
benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy,
phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonylamino,
phenylsulfonyloxy or benzoyloxy, it being possible for the phenyl
groups, in turn, to be substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4haloalkox- y, C.sub.1-C.sub.4alkylcarbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkylthio,
C.sub.1-C.sub.4alkylsulfinyl, C.sub.1-C.sub.4alkylsulfonyl,
C.sub.1-C.sub.4alkyl-S(O).sub.2O, C.sub.1-C.sub.4haloalkylthio,
C.sub.1-C.sub.4haloalkylsulfinyl, C.sub.1-C.sub.4haloalkylsulfonyl,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub- .1-C.sub.4alkyl), halogen,
nitro or cyano; or R.sub.10 is a group Ar.sub.1-thio,
Ar.sub.2-sulfinyl, Ar.sub.3-sulfonyl, --OCO--Ar.sub.4or
NH--Ar.sub.5in which Ar.sub.1, Ar.sub.2, Ar.sub.3, Ar.sub.4 and
Ar.sub.5 independently of one another are a five- to ten-membered
monocyclic or fused bicyclic ring system which can be aromatic or
partially saturated and can contain 1 to 4 hetero atoms selected
from the group consisting of nitrogen, oxygen and sulfur, and it
being possible for each ring system to contain not more than 2
oxygen atoms and not more than two sulfur atoms, and it being
possible for the ring system itself to be mono-, di- or
trisubstituted by C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.3-C.sub.6alkenyl, C.sub.3-C.sub.6haloalkenyl,
C.sub.3-C.sub.6alkynyl, C.sub.3-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenylo- xy, C.sub.3-C.sub.6alkynyloxy, mercapto,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.16alkynylthio, C.sub.2-C.sub.5alkoxyalkylthio,
C.sub.3-C.sub.5acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4-cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkox- y, halogen, cyano
or nitro, and where substituents on the nitrogen in the
heterocyclic ring are other than halogen;
[0029] R.sub.14, R.sub.15, R.sub.16, R.sub.17 and R.sub.18
independently of one another are hydrogen or
C.sub.1-C.sub.6alkyl;
[0030] n.sub.8, n.sub.9, n.sub.10, n.sub.11, n.sub.12, n.sub.13and
n.sub.14 independently of one another are 0, 1 or 2;
[0031] R.sub.13 is hydrogen, C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkythio- -C.sub.1-C.sub.4carbonyl,
C.sub.1-C.sub.4alkylsulfinyl-C.sub.1-C.sub.4carb- onyl,
C.sub.1-C.sub.4alkylsulfonyl-C.sub.1-C.sub.4carbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkylcarbonyl,
phenylcarbonyl, or is phenyl which, in turn, can be substituted by
C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkoxy,
C.sub.1-C.sub.4alkylcarbonyl, C.sub.1-C.sub.4alkoxycarbonyl,
C.sub.1-C.sub.4alkylamino, di-C.sub.1-C.sub.4-alkylamino,
C.sub.1-C.sub.4alkyl-S(O).sub.n15,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O)nl.sub.6,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub.1-C.sub.4alkyl), halogen,
nitro, or cyano; and
[0032] n.sub.15 and n.sub.16 independently of one another are 0, 1
or 2;
[0033] and the agrochemically tolerated salts M+and all
stereoisomers and tautomers of the compounds of the formula I.
[0034] The alkyl groups in the definitions of the substituents can
be straight-chain or branched and are, for example, methyl, ethyl,
n-propyl, iso-propyl, n-butyl, sec-butyl, iso-butyl, tert-butyl,
pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl and dodecyl and
their branched isomers. Alkoxy, alkenyl and alkynyl radicals are
derived from the abovementioned alkyl radicals. The alkenyl and
alkynyl groups can be mono- or polyunsaturated.
[0035] An alkylene group for example, --(CH.sub.2).sub.m--,
--(CH.sub.2).sub.m1-- or --(CH.sub.2).sub.o-- can be substituted by
one or more methyl group; preferably, such alkylene groups are in
each case unsubstituted. The same also applies to the
--C(O)O(CH.sub.2).sub.20-- and --S(O).sub.n21(CH.sub.2).sub.n22--
group and to all C.sub.3-C.sub.6-cycloalkyl-,
C.sub.3-C.sub.5oxacycloalkyl-, C.sub.3-C.sub.5thiacycloalkyl-,
C.sub.3-C.sub.4dioxacycloalkyl-, C.sub.3-C.sub.4-dithiacycloalkyl-,
C.sub.3-C.sub.4oxathiacycloalkyl-conta- ining groups.
[0036] Halogen is, as a rule, fluorine, chlorine, bromine or
iodine. This also applies analogously to halogen in conjunction
with other meanings such as haloalkyl or halophenyl.
[0037] Haloalkyl groups with a chain length of 1 up to 6 carbon
atoms are, for example, fluoromethyl, difluoromethyl,
trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl,
2,2,2-trifluoroethyl, 1-fluoroethyl, 2-fluoroethyl, 2-chioroethyl,
2-fluoroprop-2-yl, pentafluoroethyl,
1,1-difluoro-2,2,2-trichloroethyl, 2,2,3,3-tetrafluoroethyl and
2,2,2-trichloroethyl, pentafluoroethyl, heptafluoro-n-propyl,
perfluoro-n-hexyl; haloalkyl groups in the meanings R.sub.2,
R.sub.3 and, in particular, R.sub.5 are preferably trichloromethyl,
fluoromethyl, dichlorofluoromethyl, difluorochloromethyl,
difluoromethyl, trifluoromethyl, pentafluoroethyl or
heptafluoro-n-propyl.
[0038] Suitable as haloalkyl are monohalogenated or polyhalogenated
alkenyl groups, where halogen is fluorine, chlorine, bromine and
iodine, and in particular fluorine and chlorine, for example
1-chlorovinyl, 2-chlorovinyl, 2,2-difluorovinyl,
2,2-difluoroprop-1-en-2-yl, 2,2-dichlorovinyl, 3-fluoroprop-1-enyl,
chloroprop-1-en-1-yl, 3-bromoprop-1-en-1-yl,
2,3,3-trifluoroprop-2-en-1-yl, 2,3,3-trichloroprop-2-en-1-yl and
4,4,4-trifluorobut-2-en-1-yl. Preferred amongst the
monohalogenated, dihalogenated or trihalogenated
C.sub.2-C.sub.6alkenyl groups are those which have a chain length
of 2 to 5 carbon atoms.
[0039] Suitable as haloalkynyl are, for example, monohalogenated or
polyhalogenated alkynyl groups, where halogen is bromine, iodine
and, in particular, fluorine and chlorine, for example
3-fluoropropynyl, 3-chloropropynyl, 3-bromopropynyl,
3,3,3-trifluoropropynyl and 4,4,4-trifluorobut-2-yn-1-yl. Preferred
amongst the monohalogenated or polyhalogenated alkynyl groups are
those which have a chain length of 2 to 5 carbon atoms.
[0040] A monohalogenated or polyhalogenated
C.sub.3-C.sub.6cycloalkyl group is, for example, the
2,2-dichlorocyclopropyl, 2,2-dibromocyclopropyl,
2,2,3,3-tetrafluorocyclobutyl or
2,2-difluoro-3,3-dichlorocyclobutyl group.
[0041] Alkoxy groups preferably have a chain length of 1 to 6
carbon atoms. Alkoxy is, for example, methoxy, ethoxy, propoxy,
i-propoxy, n-butoxy, iso-butoxy, sec-butoxy and tert-butoxy and the
pentyloxy and hexyloxy isomers; preferably methoxy and ethoxy.
Alkylcarbonyl is preferably acetyl or propionyl. Alkoxycarbonyl is,
for example, methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,
iso-propoxycarbonyl, n-butoxycarbonyl, iso-butoxycarbonyl,
sec-butoxycarbonyl or tert-butoxycarbonyl; preferably
methoxycarbonyl, ethoxycarbonyl or tert-butoxycarbonyl. Haloalkoxy
groups preferably have a chain length of 1 to 6 carbon atoms.
[0042] Haloalkoxy is, for example, fluoromethoxy, difluoromethoxy,
trifluoromethoxy, 2,2,2-trifluoroethoxy, 1,1,2,2-tetrafluoroethoxy,
1-fluoroethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2-difluoroethoxy
and 2,2,2-trichioroethoxy; preferably fluoromethoxy,
difluoromethoxy, 2-chloroethoxy and trifluoromethoxy.
[0043] Alkylthio groups preferably have a chain length of 1 to 8
carbon atoms. Alkylthio is, for example, methylthio, ethylthio,
propylthio, iso-propylthio, n-butylthio, iso-butylthio,
sec-butylthio or tert-butylthio, preferably methylthio and
ethylthio. Alkylsulfinyl is, for example, methylsulfinyl,
ethylsulfinyl, propylsulfinyl, iso-propylsulfinyl, n-butylsulfinyl,
iso-butylsulfinyl, sec-butylsulfinyl, tert-butylsulfinyl;
preferably methylsulfinyl and ethylsulfinyl.
[0044] Alkylsulfonyl is, for example, methylsulfonyl,
ethylsulfonyl, propylsulfonyl, iso-propylsulfonyl, n-butylsulfonyl,
iso-butylsulfonyl, sec-butylsulfonyl or tert-butylsulfonyl;
preferably methylsulfonyl or ethylsulfonyl.
[0045] Alkylamino is, for example, methylamino, ethylamino,
n-propylamino, iso-propylamino or the butylamino isomers.
Dialkylamino is, for example, dimethylamino, methylethylamino,
diethylamino, n-propylmethylamino, di-butylamino and
di-iso-propylamino. Preferred are alkylamino groups having a chain
length of 1 to 4 carbon atoms. Alkoxyalkyl groups preferably have 1
to 6 carbon atoms. Alkoxyalkyl is, for example, methoxymethyl,
methoxyethyl, ethoxymethyl, ethoxyethyl, n-propoxymethyl,
n-propoxyethyl, iso-propoxymethyl or iso-propoxyethyl.
Alkylthioalkyl groups preferably have 1 to 6 carbon atoms.
Alkylthioalkyl is, for example, methylthiomethyl, methylthioethyl,
ethylthiomethyl, ethylthioethyl, n-propylthiomethyl,
n-propylthioethyl, iso-propylthiomethyl, iso-propylthioethyl,
butylthiomethyl, butylthioethyl or butylthiobutyl.
[0046] Phenyl, also as part of a substituent such as phenoxy,
benzyl, benzyloxy, benzoyl, phenylthio, phenylalkyl, phenoxyalkyl
or tosyl can be in monosubstituted or polysubstituted form. In this
case, the substituents can be in any of the ortho, meta and/or para
position(s).
[0047] Allenyl is, for example, CH.sub.2.dbd.C.dbd.CH.sub.2
CH.sub.2.dbd.CH--CH.sub.2--CH.dbd.CH.sub.2,
CH.sub.2.dbd.CH--CH.sub.2--CH- .sub.2--CH.dbd.CH.sub.2 or
CH.sub.2.dbd.CH--CH.sub.2--CH.dbd.CH--CH.sub.3.
[0048] The invention also extends to the salts M.sup.+ which the
compounds of the formula 1, in particular those compounds of the
formula I in which R.sub.10 is O.sup.-M.sup.+, can form, preferably
with amines, alkali metal bases, alkaline earth metal bases or
quaternary ammonium bases. The following must be emphasized as salt
formers amongst the alkali metal bases and alkaline earth metal
bases: the hydroxides of lithium, sodium, potassium, magnesium or
calcium, in particular those of sodium or potassium. Examples of
amines which are suitable for ammonium salt formation are not only
ammonia, but also primary, secondary and tertiary
C.sub.1-C.sub.18alkylamines, C.sub.1-C.sub.4hydroxyalkylamines and
C.sub.2-C.sub.4alkoxyalkylamines, for example methylamine,
ethylamine, n-propylamine, iso-propylamine, the four butylamine
isomers, n-amylamine, iso-amylamine, hexylamine, heptylamine,
octylamine, nonylamine, decylamine, pentadecylamine,
hexadecylamine, heptadecylamine, octadecylamine, methylethylamine,
methylisopropylamine, methylhexylamine, methyinonylamine,
methyl-pentadecylamine, methyloctadecylamine, ethylbutylamine,
ethylheptylamine, ethyloctylamine, hexylheptylamine,
hexyloctylamine, dimethylamine, diethylamine, di-n-propylamine,
di-iso-propylamine, di-n-butylamine, di-n-amylamine,
di-iso-amylamine, dihexylamine, diheptylamine, dioctylamine,
ethanolamine, n-propanolamine, iso-propanolamine,
N,N-diethanolamine, N-ethylpropanolamine, N-butylethanolamine,
allylamine, n-butenyl-2-amine, n-pentenyl-2-amine,
2,3-dimethylbutenyl-2-amine, dibutenyl-2-amine, n-hexenyl-2-amine,
propylenediamine, trimethylamine, triethylamine, tri-n-propylamine,
tri-iso-propylamine, tri-n-butylamine, tri-iso-butylamine,
tri-sec-butylamine, tri-n-amylamine, methoxyethylamine and
ethoxyethylamine; heterocyclic amines for example, pyridine,
quinoline, iso-quinoline, morpholine, piperidine, pyrrolidine,
indoline, quinuclidine and azepine; primary arylamines for example
anilines, methoxyanilines, ethoxyanilines, o-, m-, p-toluidines,
phenylenediamines, naphthylamines and o-, m- and p-chloroanilines;
but in particular triethylamine, iso-propylamine and
di-iso-propylamine. Examples of quaternary ammonium bases which are
suitable for salt formation are, for example, [N(R.sub.a R.sub.b
R.sub.c R.sub.d)].sup.+OH.sup.-, where R.sub.a, R.sub.b, R.sub.c
and R.sub.d independently of one another are C.sub.1-C.sub.4alkyl.
Other suitable tetraalkylammonium bases with other anions can be
obtained, for example, by anion exchange reactions. M+preferably
represents an ammonium salt, in particular NH.sub.4.sup.+, or an
alkali metal, in particular potassium or sodium.
[0049] The compounds of the formula I can occur in various
tautomeric forms, for example, if R.sub.10 is hydroxyl, in the
preferred formulation I' and I'" 4
[0050] Preferred among the compounds of the formula I are those in
which
[0051] p is 0;
[0052] R.sub.5 is C.sub.1-C.sub.6haloalkyl;
[0053] R.sub.2 is hydrogen, C.sub.1-C.sub.6alkyl,
CG-C.sub.6haloalkyl, C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6haloalkenyl, C.sub.2-C.sub.6alkynyl,
C.sub.2-C.sub.6haloalkynyl, C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalko- xy,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6-alkylsulfinyl,
C.sub.1-C.sub.6alkylsulfonyl, C.sub.1-C.sub.6haloalkylthio,
C.sub.1-C.sub.6haloalkylsulfinyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, benzyi-S(O)n.sub.1-,
C.sub.1-C.sub.6alkylamino, C.sub.2-C.sub.6dialkylami- no,
C.sub.1-C.sub.6-alkylaminosulfonyl,
C.sub.2-C.sub.6-dialkylaminosulfon- yl, phenyl, phenoxy,
phenylthio, phenylsulfinyl or phenylsulfonyl, it being possible for
the phenyl group, in turn, to be substituted by
C.sub.1-C.sub.3-alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro, or is OS(O).sub.n2--R.sub.21,
N(R.sub.23)--S(O).sub.n3--R.sub.22, cyano, halogen, amino,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkyl-S(O).sub.n4-C.sub.1-C.sub.4alkyl,
cyano-C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkoxy- ; R.sub.3 is hydrogen,
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalko- xy, C.sub.1-C.sub.6alkylthio,
C.sub.1-C.sub.6-alkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylthio, C.sub.1-C.sub.6haloalkylsulfinyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, C.sub.1-C.sub.6alkylamino,
C.sub.2-C.sub.6dialkylamino, C.sub.1-C.sub.6alkylaminosulfonyl,
C.sub.2-C.sub.6-dialkylaminosulfonyl, phenyl, phenylthio,
phenylsulfinyl, phenylsulfonyl or phenoxy, it being possible for
phenyl, in turn, to be substituted by C.sub.1-C.sub.3alkyl,
C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3haloalkox- y, halogen, cyano or nitro, or is
--N(R.sub.23)--S(O).sub.n--R.sub.22, cyano, halogen, amino,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4alkyl-S(O).sub.n--C.sub.1-C.sub.4alkyl;
[0054] R.sub.4 is hydrogen, C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkoxy,
C.sub.1-C.sub.4alkylcarbonyloxy, C.sub.1-C.sub.4-alkylthio,
C.sub.1-C.sub.4alkylsuffinyl, C.sub.1-C.sub.4alkylsulfonyl,
C.sub.1-C.sub.4haloalkyl, formyl, cyano, halogen, phenyl or
phenoxy, it being possible for phenyl, in turn, to be substituted
by C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro; or R.sub.4 is a five- to ten-membered monocyclic or
R.sub.3-fused bicyclic ring system which can contain 1 to 4 hetero
atoms selected from the group consisting of nitrogen, oxygen and
sulfur, the ring system being bonded to the pyridine ring via a
C.sub.1-C.sub.4alkylene group and it not being possible for the
ring system to contain more than 2 oxygen atoms and not more than
two sulfur atoms, and it being possible for the ring system itself
to be mono-, di- or trisubstituted by C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6haloalkenyl, C.sub.2-C.sub.6alkynyl,
C.sub.2-C.sub.6haloalkynyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.3-C.sub.6alkenyloxy,
C.sub.3-C.sub.6alkynyloxy, C.sub.1-C.sub.6-Alkylthio,
C.sub.1-C.sub.6haloalkylthio, C.sub.3-C.sub.6alkenylthio,
C.sub.3-C.sub.6haloalkenylthio, C.sub.3-C.sub.6alkynylthio,
C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkylcarb- onyl-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub- .2alkylthio, iro,
cyano-C.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.6alkylsult- inyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylami- nosulfonyl,
C.sub.2-C.sub.4dialkylaminosulfonyl, halogen, cyano, nitro, phenyl
and benzylthio, it being possible for phenyl and benzylthio, in
turn, to be substituted on the phenyl ring by C.sub.1-C.sub.3alkyl,
C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3alkoxy,
C.sub.1-C.sub.3-haloalko- xy, halogen, cyano or nitro, and where
substituents on the nitrogen in the heterocyclic ring are other
than halogen;
[0055] R.sub.21 and R.sub.22 independently of one another are
C.sub.1-C.sub.4alkyl or C.sub.1-C.sub.4haloalkyl;
[0056] R.sub.23 R.sub.24 and R.sub.25 independently of one another
are hydrogen or C.sub.1-C.sub.4alkyl;
[0057] n, n.sub.1, n.sub.2, n.sub.3 and n.sub.4 independently of
one another are 0, 1 or 2;
[0058] Q is Q.sub.1 5
[0059] in which
[0060] R.sub.6, R.sub.7, R.sub.8 and R.sub.9 independently of one
another are hydrogen, C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.2-C.sub.6alkenyl,
C.sub.2-C.sub.6alkynyl, C.sub.1-C.sub.6alkoxycarb- onyl,
C.sub.1-C.sub.6alkyl-S(O).sub.n17,
C.sub.1-C.sub.6alkyl-NHS(O).sub.2- , C.sub.1-C.sub.6alkylamino,
di-(C.sub.1-C.sub.6alkyl)amino, hydroxyl, C.sub.1-C.sub.6alkoxy,
C.sub.3-C.sub.6alkenyloxy, C.sub.3-C.sub.6-alkynyl- oxy,
hydroxy-C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.4alkylsulfonyloxy-C.sub.1- -C.sub.6alkyl,
tosyloxy-C.sub.1-C.sub.6alkyl, halogen, cyano, nitro, phenyl or
phenyl which is substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4aikoxy,
C.sub.1-C.sub.4haloalkox- y, C.sub.1-C.sub.4alkylcarbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, amino, C.sub.1-C.sub.4-alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkyl-S(O)n.sub.18,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O)n.sub.5,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2- O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NlH,
C.sub.1-C.sub.4alkyl-S(O)ng.sub.9N(- C.sub.1-C.sub.4alkyl),
halogen, nitro, COOH or cyano;
[0061] or adjacent R.sub.6 and R.sub.7 or R.sub.8 and R.sub.9
together are --(CH.sub.2).sub.m--;
[0062] n.sub.5 n.sub.17, n.sub.18 and n.sub.19 independently of one
another are 0, 1 or 2;
[0063] m is 2, 3, 4, 5, or 6 ;
[0064] W is oxygen, S(O).sub.n6, --CR.sub.11R.sub.12--, --C(O)-- or
--NR.sub.13--;
[0065] n.sub.6 is 0, 1 or 2;
[0066] R.sub.11 is hydrogen, C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalky- l,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylthio-C.- sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylcarbonyloxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylsulfonyloxy-C.sub.1-C.sub.4alkyl,
tosyloxy-C.sub.1-C.sub.4alkyl,
di-(C.sub.1-C.sub.3alkoxyalkyl)methyl,
di-(C.sub.1-C.sub.3alkylthioalkyl)methyl,
(C.sub.1-C.sub.3alkoxyalkyl)-(C-
.sub.1-C.sub.3alkylthioalkyl)methyl, C.sub.3-C.sub.5oxacycloalkyl,
C.sub.3-C.sub.5thiacycloalkyl, C.sub.3-C.sub.4dioxacycloalkyl,
C.sub.3-C.sub.4-dithiacycloalkyl, C.sub.3-C.sub.4oxathiacycloalkyl,
formyl, C.sub.1-C.sub.4alkoxycarbonyl or phenyl which, in turn, can
be substituted by C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4aikoxy, C.sub.1-C.sub.4haloalkoxy,
C.sub.1-C.sub.4-alkylca- rbonyl, C.sub.1-C.sub.4alkoxycarbonyl,
amino, C -C.sub.4alkylamino, di-C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4alkyl-S(O).sub.n21,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n7,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.n20N(C.sub.1-C.sub.4alkyl), halogen,
nitro, COOH or cyano;
[0067] n.sub.7, n.sub.20 and n.sub.21 independently of one another
are 0, 1 or 2;
[0068] or R.sub.12 together with R.sub.9 is a group
--(CH.sub.2).sub.o--;
[0069] o is 1, 2, 3, 4 or 5;
[0070] R.sub.12 is hydrogen, C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4haloalkyl;
[0071] or R.sub.12 together with R.sub.11 is a group
--(CH.sub.2).sub.m1;
[0072] m, is 2, 3, 4, 5, or 6;
[0073] R.sub.10 is hydroxyl, O.sup.-M.sup.+, halogen,
C.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkylcarbonyloxy,
C.sub.2-C.sub.4-alkenylcarbonyloxy,
C.sub.3-C.sub.6cycloalkylcarbonyloxy,
C.sub.1-C.sub.12alkoxycarbonyloxy,
C.sub.1-C.sub.12-alkylcarbonyloxy, R.sub.23R.sub.24N--C(O)O,
C.sub.1-C.sub.12alkylS(O).sub.n8--,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n9--,
C.sub.2-C.sub.12-alkenylS(O).sub.- n10--,
C.sub.2-C.sub.12haloalkeny]S(O).sub.n11--,
C.sub.2-C.sub.12alkyny[S- (O)n.sub.12--; benzyloxy, phenoxy,
phenylthio, phenylsulfinyl or phenylsulfonyl, where the phenyl
group, in turn, can be substituted by C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4alkoxy,
C.sub.1-C.sub.4haloalkoxy, C.sub.1-C.sub.4alkylcarbonyl,
C.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkylamino,
di-C.sub.1-C.sub.4alkylamino, C.sub.1-C.sub.4alkyl-S(O).sub.n13,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n14,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub.1-C.sub.4alkyl), halogen,
nitro or cyano, or is C.sub.1-C.sub.4alkyl-S(O).sub.2O,
phenyl-S(O).sub.2O, (C.sub.1-C.sub.4-alkoxy).sub.2P(O)O,
C.sub.1-C.sub.4alkyl(C.sub.1-C.sub.4- alkoxy)P(O)O, or
H(C.sub.1-C.sub.4alkoxy)P(O)O;
[0074] n.sub.8, n.sub.9, n.sub.10, n.sub.11, n.sub.12, n.sub.13 and
n.sub.14 independently of one another are 0, 1 or 2;
[0075] R.sub.13 is hydrogen, C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkoxyca- rbonyl or phenyl which, in turn, can be
substituted by C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl,
C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkoxy,
C.sub.1-C.sub.4alkylcarbonyl, C.sub.1-C.sub.4alkoxycarbonyl,
C.sub.1-C.sub.4alkylamino, di-C.sub.1-C.sub.4alkylamino,
C.sub.1-C.sub.4alkyl-S(O).sub.n15,
C.sub.1-C.sub.4alkyl-S(O).sub.2O,
C.sub.1-C.sub.4haloalkyl-S(O).sub.n16,
C.sub.1-C.sub.4haloalkyl-S(O).sub.2O,
C.sub.1-C.sub.4alkyl-S(O).sub.2NH,
C.sub.1-C.sub.4alkyl-S(O).sub.2N(C.sub.1-C.sub.4alkyl), halogen,
nitro or cyano;
[0076] n.sub.15 and n.sub.16 independently of one another are 0, 1
or 2;
[0077] and the agrochemically tolerated salts M.sup.+ and all
stereoisomers and tautomers of the compounds of the formula I.
[0078] In a preferred group of compounds of the formula 1, RI.sub.0
is halogen, thiocyanato, C.sub.1-C.sub.12alkylthio,
C.sub.1-C.sub.12alkylsul- finyl, C.sub.1-C.sub.12alkylsulfonyl,
C.sub.1-C.sub.12haloalkylthio, C.sub.1-C.sub.12-haloalkylsulfinyl,
C.sub.1-C.sub.12haloalkylsulfonyl, C.sub.1-C.sub.12alkenylthio,
C.sub.2-C.sub.12alkenylsulfinyl, C.sub.2-C.sub.12-alkenylsulfonyl,
C.sub.2-C.sub.12haloalkenylthio,
C.sub.2-C.sub.12haloalkenylsulfinyl,
C.sub.2-C.sub.12-haloalkenylsulfonyl- ,
C.sub.2-C.sub.12alkynylthio, C.sub.2-C.sub.12alkynylsulfinyl,
C.sub.2-C.sub.12alkynylsulfonyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.- sub.2alkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.2alkylsulfinyl- ,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.2alkylsutfonyl,
C.sub.1-C.sub.8alkyl-S(O).sub.2NH,
C.sub.1-C.sub.8haloalkyl-S(O).sub.2NH,
C.sub.1-C.sub.8alkyl-S(O).sub.2O, C.sub.1-C.sub.18alkylcarbonyloxy,
C.sub.2-C.sub.18alkenylcarbonyloxy,
C.sub.3-C.sub.6cycloalkylcarbonyloxy,
C.sub.1-C.sub.12alkoxycarbonyloxy,
C.sub.1-C.sub.12-alkylthiocarbonyloxy, R.sub.16R.sub.17NC(O)O--,
R.sub.16R.sub.17NC(S)O--, benzylthio, benzylsulfinyl,
benzylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl,
phenylsulfonyloxy or benzoyloxy, it being possible for the phenyl
groups, in turn, to be substituted as indicated in claim 1; or is a
group Ar.sub.1-thio, Ar.sub.1-sulfinyl, Ar.sub.1-sulfonyl in which
Ar.sub.1 is a five- or six-membered monocyclic ring system which
can be aromatic or partially saturated and can contain 1 to 2
hetero atoms selected from the group consisting of nitrogen, oxygen
and sulfur and which, in turn, can be substituted as indicated in
claim 1; or is thienylcarbonyloxy or furylcarbonyloxy, it being
possible for these, in turn, to be substituted by methyl or
halogen, or pyridylcarbonyloxy which, in turn, can be substituted
as indicated in claim 1.
[0079] In preferred compounds of the formula 1, furthermore,
R.sub.10 is hydroxyl or O.sup.-M.sup.+.
[0080] Other compounds of the formula I which must be emphasized
are those in which W is oxygen, --CR.sub.11R.sub.12-- or --C(O)--,
where, in particular when W is --CR.sub.11R.sub.12--,
[0081] a) R.sub.6 is hydrogen, methyl, ethyl, cyano,
methoxycarbonyl, ethoxycarbonyl, methylthio, methylsulfinyl,
methylsulfonyl or methoxy; and R.sub.7, R.sub.8, R.sub.9, R.sub.11
and R.sub.12 independently of one another are hydrogen,
C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.2-C.sub.3alkenyl or C.sub.2-C.sub.3alkynyl, or
[0082] b) adjacent R.sub.6 and R.sub.7 and/or R.sub.8 and R.sub.9
together are --(CH.sub.2).sub.m--, --C(O)O(CH.sub.2).sub.2-- or
S(O).sub.n21(CH.sub.2).sub.3--; or
[0083] c) R.sub.6 is hydrogen, methyl, ethyl, methoxycarbonyl,
ethoxycarbonyl, methylthio, methylsulfinyl, methylsulfonyl or
methoxy and R.sub.12 together with R.sub.9 is
--(CH.sub.2).sub.o--.
[0084] Furthermore, preferred groups of compounds of the formula I
are those in which W is oxygen and R6, R.sub.7, R.sub.8 and R.sub.9
independently of one another are hydrogen or C.sub.1-C.sub.3alkyl;
or
[0085] W is --C(O)-- and R.sub.6, R.sub.7, R.sub.8 and R.sub.9
independently of one another are C.sub.1-C.sub.3alkyl; or
[0086] R.sub.2 is hydrogen and R.sub.3 is methyl; or
[0087] R.sub.2 is methyl, ethyl, n-propyl, i-propyl, vinyl,
methoxymethyl, methoxycarbonyloxymethyl, ethoxycarbonyloxymethyl,
acetoxymethyl, propionyloxymethyl, chloromethyl, bromomethyl,
fluoromethyl, difluoromethyl, trifluoromethyl or cyanomethyl.
[0088] Other compounds of the formula I which must be emphasized
are those in which R.sub.4 is hydrogen or methyl or R.sub.5 is
trifluoromethyl, difluorochloromethyl, pentafluoroethyl,
heptafluoropropyl or difluoromethyl.
[0089] In a further preferred group of compounds of the formula I,
R.sub.3 is hydrogen, R.sub.2 is C.sub.1-C.sub.4alkyl,
FC-C.sub.3haloalkyl, cyclopropyl, C.sub.2-C.sub.3alkenyl,
C.sub.2-C.sub.3haloalkenyl, C.sub.2-C.sub.3alkynyl, allenyl,
C.sub.1-C.sub.2-alkoxy-C.sub.1-C.sub.2al- kyl,
C.sub.1-C.sub.2alkylthio-C.sub.1-C.sub.2alkyl,
cyano-C.sub.1-C.sub.2alkyl,
C.sub.1-C.sub.2alkoxycarbonyl-C.sub.1-C.sub.2- -alkyl,
C.sub.1-C.sub.4alkylcarbonyloxy-C.sub.1-C.sub.2alkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, allyloxy,
propargyloxy, C.sub.1-C.sub.3alkylthio,
C.sub.1-C.sub.3alkylsulfinyl or cyano.
[0090] The compounds of the formula I in which Q is a group Q.sub.1
can be prepared using processes which are known per se, for example
those described in EP-A-0 353 187 and EP-A-0 316 491, for example
either by
[0091] a) reacting a compound of the formula III 6
[0092] in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5 have the
meaning given under formula I and X is a leaving group, for example
halogen or cyano, with a compound of the formula II 7
[0093] in which R.sub.6, R.sub.7, R.sub.8, R.sub.9 and W have the
meaning given under formula I in the presence of a base and in an
inert organic solvent to give the compound of the formula 8
[0094] and subsequently isomerizing the latter, for example in the
presence of a base and a catalytic amount of dimethylaminopyridine
(DMAP) or a cyanide source; or
[0095] b) reacting a compound of the formula XVI 9
[0096] in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5 have the
meaning given under formula I with compounds of the formula II
10
[0097] in which R.sub.6, R.sub.7, R.sub.8, R.sub.9 and W have the
meaning given under formula I in an inert organic solvent in the
presence of a base and a coupling agent to give the compound of the
formula IV 11
[0098] and subsequently isomerzing the latter, for example as
described under route a). The preparation of the compounds of the
formula I is illustrated in greater detail in reaction scheme 1
below. 12
[0099] The compounds of the formula I with the group Q.sub.1 in
which R.sub.10 is hydroxyl can preferably be prepared in accordance
with this reaction scheme. The starting material for the
preparation of the compounds of the formula I in which Q is the
group Q.sub.1 and R.sub.10 is hydroxyl is, in accordance with
reaction scheme 1, route a), the carboxylic acid derivatives of the
formula III in which X is a leaving group for example halogen, for
example iodine, bromine and, in particular chlorine,
N-oxyphthalimide or N,O-dimethythydroxylamino or part of an
activated ester, for example 13
[0100] (formed from dicyclohexylcarbodiimide (DGC) and the
corresponding carboxylic acid) or 14
[0101] (formed from N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide
(EDC) and the corresponding carboxylic acid). These are reacted
with the dione derivatives of the formula It in an inert organic
solvent, for example a halogenated hydrocarbon, for example
dichloromethane, a nitrile, for example acetonitrile, or an
aromatic hydrocarbon, for example toluene, and in the presence of a
base, for example an alkylamine, preferably triethylamine, an
aromatic amine, for example pyridine or 4-dimethylaminopyridine
(DMAP) to give the isomeric enol ethers of the formula IV. This
esterification is successfully carried out at temperatures from
0.degree. C. to 110.degree. C.
[0102] The isomerization of the ester derivatives of the formula IV
to give the dione derivatives of the formula I (in which R.sub.10
is OH) can be carried out, for example, in analogy to EP-A-0 353
187 or EP-A-0 316 491 in the presence of a base, for example an
alkylamine, for example triethylamine, a carbonate, for example
potassium carbonate, and a catalytic amount of DMAP or a catalytic
amount of a cyanide source, for example acetone cyanohydrin or
potassium cyanide. Both reaction steps can be carried out in situ
without isolation of the intermediates IV, in particular when using
a cyanide compound of the formula III (X=cyano), or in the presence
of a catalytic amount of acetone cyanohydrin or potassium
cyanide.
[0103] In accordance with reaction scheme 1, route b), the desired
diones of the formula I (in which R.sub.10 is hydroxyl) can be
obtained, for example, analogously to Chem. Lett. 1975, 1045 by
esterifying the carboxylic acids of the formula XVI with the dione
derivatives of the formula II in an inert solvent, for example a
halogenated hydrocarbon, e.g. dichloromethane, a nitrile, e.g.
acetonitrile or an aromatic hydrocarbon, e.g. toluene, in the
presence of a base, for example an alkylamine, e.g. triethylamine,
and a coupling agent, for example 2-chloro-1-methylpyridinium
iodide. Depending on the solvent used, this esterification is
successfully carried out at temperatures from 0.degree. C. to
110.degree. C. and first yields, as described under route a), the
isomeric ester of the formula IV which can be isomerized as
described under route a), for example in the presence of a base and
a catalytic amount of DMAP, or a cyanide source, to give the
desired dione derivatives of the formula I (R.sub.10=hydroxyl).
[0104] The activated carboxylic acid derivatives of the formula III
in reaction scheme I (route a) in which X is a leaving group, for
example halogen, e.g. bromine, iodine or, in particular, chlorine,
can be prepared by known standard methods, for example as described
by C. Ferri "Reaktionen der organischen Synthese" ["Reactions in
organic synthesis"], Georg Thieme Verlag, Stuttgart, 1978, page 460
et seq. This is shown in the reaction scheme 2 which follows.
15
[0105] In accordance with reaction scheme 2, the compounds of the
formula III in which X has the abovementioned meaning are prepared,
for example, by using a halogenating agent, for example thionyl
halides, e.g. thionyl chloride or thionyl bromide; phosphorus
halides or phosphorus oxyhalides, e.g. phosphorus pentachloride or
phosphorus oxychloride, or phosphorus pentabromide or phosphoryl
bromide; or oxalyl halides, for example oxalyl chloride, or by
employing a reagent for forming activated esters, for example
N,N'-dicyclohexylcarbodiimide (DCC) or N-ethyl-N'-(3-dimethylamin-
opropyl)carbodiimide (EDC), of the formula XVII Examples of
meanings of X for the compound of the formula XVII as halogenating
agent is a leaving group, for example halogen, e.g. fluorine,
bromine or iodine and, in particular, chlorine, and W.sub.1 is, for
example, PCl.sub.2, SOCI, SOBr or ClCOCO.
[0106] The reaction is preferably carried out in an inert organic
solvent, for example in aliphatic, halogenated aliphatic, aromatic
or halogenated aromatic hydrocarbons, e.g. n-hexane, benzene,
toluene, xylenes, dichloromethane, 1,2-dichloroethane or
chlorobenzene, at reaction temperatures in the range of -20.degree.
C. to the reflux temperature of the reaction mixture, preferably at
40-150.degree. C., and in the presence of a catalytic amount of
N,N-dimethylformamide. Such reactions are generally known, and
various variations with regard to the leaving group X are described
in the literature.
[0107] Compounds of the formula I in which R.sub.10 is other than
hydroxyl or halogen can be prepared by conversion methods which are
generally known from the literature, for example by acylation or
carbamoylation methods using appropriate acid chlorides in the
presence of a suitable base, starting from compounds in which
R.sub.10 is hydroxyl, or can be prepared by nucleophilic
substitution reactions on chlorides of the formula I in which
R.sub.10 is halogen, which can also be obtained by known methods by
reaction with a chlorinating agent such as phosgene, thionyl
chloride or oxalyl chloride. In this case, examples of compounds
which are employed are suitably substituted amines, or, directly,
hydroxylamines, or alkylsulfonamides, mercaptans, thiophenols,
phenols, Ar.sub.5-NH.sub.2 or Ar.sub.1-SH, in the presence of a
base, for example 5-ethyl-2-methylpyridine, diisopropylethylamine,
triethylamine, sodium bicarbonate, sodium acetate or potassium
carbonate.
[0108] Compounds of the formula I in which R.sub.10 contains thio
groups can be oxidized in analogy to known standard methods, for
example using peracids, e.g. meta-chloroperbenzoic acid (m-CPBA) or
peracetic acid, to give the corresponding sulfones and sulfoxides
of the formula I. The degree of oxidation on the sulfur atom (SO--
or SO.sub.2--) can be controlled by the amount of oxidant.
[0109] Also, the resulting derivatives of the formula I in which
R.sub.10 is other than hydroxyl can exist in various isomeric forms
which, if appropriate, can be isolated in pure form. The invention
therefore also extends to all of these stereoisomeric forms.
Examples of these isomeric forms are the formulae I*, I** and I***
below in which Q is the group Q.sub.1 (see also note and scheme on
page 10 above). 16
[0110] All other compounds from within the scope of the formula I
can be readily prepared taking into consideration the chemical
properties of the pyridyl or Q moiety.
[0111] The end products of the formula I can be isolated in the
customary manner by concentration or by evaporating the solvent and
purified by recrystallization or trituration of the solid residue
in solvents in which they are not readily soluble, such as ethers,
aromatic hydrocarbons or chlorinated hydrocarbons, by distillation
or by means of column chromatography and a suitable eluent.
[0112] Furthermore, the skilled worker knows in which sequence
certain reactions are expediently carried out to avoid any side
reactions. Unless a directed synthesis for isolating pure isomers
is carried out, the product may be obtained as a mixture of two or
more isomers. The isomers can be resolved by methods known per
se.
[0113] Compounds of the formula I in which n is 1, i.e. the
corresponding N-oxides of the formula 1, can be synthesized by
reacting a compound of the formula I in which n is 0 with a
suitable oxidant, for example with the H.sub.2O.sub.2-urea adduct
in the presence of an acid anhydride, e.g. trifluoroacetic
anhydride.
[0114] Compounds of the formula I in which R in the ortho-position
relative to the pyridine nitrogen is 1-chloro-C.sub.1-C.sub.2alkyl,
1-hydroxy-C.sub.1-C.sub.2alkyl,
1-(C.sub.1-C.sub.6alkylcarbonyloxy)-C.sub- .1-C.sub.2alkyl,
1-benzoyloxy-C.sub.1-C.sub.2alkyl,
1-(C.sub.1-C.sub.4alkoxycarbonyloxy)-C.sub.1-C.sub.2alkyl,
1-(C.sub.1-C.sub.4alkylthio)-C.sub.1-C.sub.2-alkyl,
1-(C.sub.1-C.sub.4alkylsuffinyl)-C.sub.1-C.sub.2alkyl,
1-(C.sub.1-C.sub.4alkylsulfonyl)-C.sub.1-C.sub.2alkyl,
1-thiocyanato-C.sub.1-C.sub.2alkyl, 1-cyano-C.sub.1-C.sub.2alkyl,
can also be prepared by, for example, heating an N-oxide of the
formula I under known reaction conditions, for example in the
presence of tosyl chloride (see, for example, Parham, W. E.; Sloan,
K. B.; Reddy, K. R.; Olson, P. E.; J Org Chem 1973, 38, 927) or in
the presence of an acid anhydride (see, for example, Konno, K.;
Hashimoto, K.; Shirahama, H.; Matsumoto, T.; Heterocycles 1986, 24,
2169) and, if appropriate, subsequently further reacting the
product. These reaction sequences.may be demonstrated with
reference to the following example: 17
[0115] Compounds of the formula I in which R in the ortho-position
relative to the pyridine nitrogen, in particular
1-bromo-C.sub.1-CIkyl, 1-chloro-C.sub.1-C.sub.2alkyl,
1-fluoro-C.sub.1-Calkyl, 1,1-dibromomethyl, 1,1-dichloromethyl,
formyl, 1-(C.sub.1-C.sub.4alkylthi- o)-C.sub.1-C.sub.2alkyl,
1-(C.sub.1-C.sub.4alkylsulfinyl)-C.sub.1-C.sub.2a- lkyl,
1-(C.sub.1-C.sub.4alkylsulfonyl)-C.sub.1-C.sub.2alkyl,
1-thiocyanato-C.sub.1-C.sub.2alkyl or 1-cyano-C.sub.1-C.sub.2alkyl,
can also be prepared, for example, by oxidizing a compound of the
formula I in which R.sub.10 is, in particular, chlorine,
C.sub.1-C.sub.4alkoxycarbo- nyloxy or benzoylcarbonyloxy under
known halogenation conditions, for example with N-bromosuccinimide
or N-chlorosuccinimide in the presence of light and a free-radical
initiator, for example benzoyl peroxide, to give the 1-bromo or
1-chloro, 1,1-dibromo or 1,1-dichloro compound, and subsequently
refunctionalizing the latter to give the corresponding derivatives.
Again, these reaction sequences may be demonstrated with reference
to the example below. 18
[0116] Compounds of the formula I can also be synthesized by
reacting a compound of the formula I in which p is 0 and R.sub.2 is
C.sub.1-C.sub.6alkyl with a suitable base, for example lithium
diisopropylamide or n-butyllithium, at temperatures between -100
and -20.degree. C. (preferably -70 and -50.degree. C.) in an inert
solvent (for example tetrahydrofuran) to give the corresponding
dianion. The skilled worker knows how such carbanions can be
converted by means of electrophilic substitution, for example with
a chloroformic ester. This reaction sequence may be demonstrated
with reference to the following example: 19
[0117] Other compounds from within the scope of the formula I can
be prepared with suitable electrophiles taking into consideration
the chemical properties of the pyridyl or Q moiety.
[0118] The compounds of the formula IIIa 20
[0119] in which
[0120] R.sub.501 is C.sub.1-C.sub.6haloalkyl;
[0121] R.sub.301 is hydrogen;
[0122] R.sub.401 is hydrogen or C.sub.1-C.sub.6alkyl; and
[0123] R.sub.201 is C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl-C.sub.1- -C.sub.4alkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl, or
C.sub.1-C.sub.2-alkoxycarbonyl- or phenyl-substituted vinyl,
C.sub.2-C.sub.6alkynyl or C.sub.2-C.sub.6haloalkynyl; or
trimethylsilyl-, hydroxyl-, C.sub.1-C.sub.2alkoxy-,
C.sub.1-C.sub.2alkoxycarbonyl- or phenyl-substituted ethynyl or
C.sub.3-C.sub.6allenyl; or C.sub.3-C.sub.6cycloalkyl,
halogen-substituted C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4-alkyl,
C.sub.1-C.sub.4alkyl-S(O),-C- .sub.1-C.sub.4alkyl,
cyano-C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxycarb-
onyl-C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4-thiocyanato, oxiranyl,
C.sub.1-C.sub.4alkylamino-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4dialkylami- no-C.sub.1-C.sub.4alkyl,
hydroxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.12alkylthiocarbonyl-C.sub.1-C.sub.4alkyl or
formyl-C.sub.1-C.sub.4alkyl, or R.sub.201 is a five- to
ten-membered monocyclic or fused bicyclic ring system which can be
aromatic or partially saturated and can contain 1 to 4 hetero atoms
selected from the group consisting of nitrogen, oxygen and sulfur,
the ring system being bonded to the pyridine ring via a
C.sub.1-C.sub.4-alkylene, --CH.dbd.CH--, --C.ident.C--,
--CH.sub.2O--, --CH.sub.2N(C.sub.1-C.sub.4a- lkyl)-, --CH.sub.2S--,
--CH.sub.2SO-- or --CH.sub.2SO.sub.2-group and it not being
possible for each ring system to contain more than 2 oxygen atoms
and more than two sulfur atoms, and it being possible for the ring
system itself to be mono-, di- or trisubstituted by
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.3-C.sub.6alkenyl, C.sub.3-C.sub.6haloalke- nyl,
C.sub.3-C.sub.6alkynyl, C.sub.3-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenylo- xy, C.sub.3-C.sub.6alkynyloxy, mercapto,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6-alkynylthio, C.sub.2-C.sub.5alkoxyalkylthio,
C.sub.3-C.sub.5acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4-cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3-haloalko- xy, halogen, cyano
or nitro, and where the substituents on the nitrogen in the
heterocyclic ring are other than halogen; and X is halogen or
cyano, are novel and were developed specifically for the
preparation of the compounds of the formula I and are therefore a
further subject of the present invention.
[0124] The compounds of the formula XVIa 21
[0125] in which R.sub.201, R.sub.301, R.sub.401 and R.sub.501 have
the abovementioned meaning, with the proviso that, if R.sub.501 is
trifluoromethyl and, simultaneously, R.sub.301 and R.sub.401 are
hydrogen, then R.sub.201 is other than C.sub.1-C.sub.6alkyl, are
novel and therefore a further subject of the present invention.
[0126] The compounds of the formula Q.sub.1 (or formula II) are
known and can be prepared by methods similar to those described,
for example in J. Org. Chem. (1977), 42, 1163-9, Brit. UK Pat.
Appl.GB 2205316, DE 3902818, GB 8706557, DE 4434987, WO 9213821 and
Aust. J. Chem. (1976), 29(11), 2525-31, Chem. Commun. (1998), (16),
1691-1692.
[0127] The compounds of the formula XVI (or XVIa and XVIb) are
synthesized by methods similar to known methods, for example as in
Heterocycles, 46, 129 (1997) or Helvetica Chimica Acta 71, 596
(1988), and is characterized in that either
[0128] a) a compound of the formula V 22
[0129] in which R.sub.301 is hydrogen;
[0130] R.sub.401 is hydrogen, C.sub.1-C.sub.6alkyl or phenyl, it
being possible for phenyl, in turn, to be substituted by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkox- y, halogen, cyano
or nitro;
[0131] or R.sub.401 is a five- to ten-membered monocyclic or fused
bicyclic ring system which can contain 1 to 4 hetero atoms selected
from the group consisting of nitrogen, oxygen and sulfur and it not
being possible for the ring system to contain more than 2 oxygen
atoms and more than two sulfur atoms, and it being possible for the
ring system itself to be mono-, di- or trisubstituted by
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalke- nyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6haloalkoxy,
C.sub.3-C.sub.6alkenylo- xy, C.sub.3-C.sub.6alkynyloxy,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6alkynylthio,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.2alkylthio,
C.sub.1-C.sub.4alkylcarbo- nyl-C.sub.1-Calkylthio,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.2-alky- lthio,
cyano-C.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylamin- osulfonyl,
di-(C.sub.1-C.sub.2alkyl)aminosulfonyl, halogen, cyano, nitro,
phenyl and benzylthio, it being possible for phenyl and benzylthio,
in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkox- y, halogen, cyano
or nitro, and where substituents on the nitrogen in the
heterocyclic ring are other than halogen; and
[0132] R.sub.14 is C.sub.1-C.sub.4alkyl;
[0133] is acylated with a compound of the formula VI 23
[0134] in which R.sub.501 is C.sub.1-C.sub.6haloalkyl to give the
compound of the formula VII 24
[0135] in which R.sub.301, R.sub.401, R.sub.501 and R.sub.14 have
the abovementioned meaning in the presence of a base, for example
an aromatic amine, e.g. pyridine, and the alkoxy group is
subsequently exchanged for the amino group with ammonia in an
organic solvent, for example a halogenated hydrocarbon, e.g.
dichloromethane, a nitrile, e.g. acetonitrile. The resulting
compound of the formula VIII 25
[0136] is subsequently subjected to a condensation reaction with a
compound of the formula IX 26
[0137] in which R.sub.201 is C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalky- l-C.sub.1-C.sub.4alkyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl- ,
C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6haloalkynyl,
C.sub.3-C.sub.6cycloalkyl,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkyl-S(O).sub.n4-C.sub.1-C.sub.4-alkyl,
cyano-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkoxycarbonyl-C.sub.1-C.sub.4- alkyl,
C.sub.1-C.sub.4alkoxycarbonyloxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4thiocyanato-C.sub.1-C.sub.4alkyl, oxiranyl,
C.sub.1-C.sub.4alkylamino-C.sub.1-C.sub.4alkyl,
di-(C.sub.1-C.sub.4alkyl)- amino-C.sub.1-C.sub.4alkyl or
formyl-C.sub.1-C.sub.4alkyl;
[0138] or R.sub.201 is a group Ar.sub.6--C.sub.1-C.sub.4alkyl in
which Ar.sub.6 is a five- to ten-membered monocyclic or fused
bicyclic ring system which can be aromatic or partially saturated
and can contain 1 to 4 hetero atoms selected from the group
consisting of nitrogen, oxygen and sulfur, it not being possible
for each ring system to contain more than 2 oxygen atoms and more
than two sulfur atoms and it being possible for the ring system
itself to be mono-, di- or trisubstituted by C.sub.1-C.sub.6alkyl,
C.sub.1-C.sub.6haloalkyl, C.sub.3-C.sub.6alkenyl,
C.sub.3-C.sub.6haloalkenyl, C.sub.3-C.sub.6alkynyl,
C.sub.3-C.sub.6haloalkynyl, C.sub.1-C.sub.6alkoxy,
C.sub.1-C.sub.6haloalkoxy, C.sub.3-C.sub.6alkenyloxy,
C.sub.3-C.sub.6alkynyloxy, mercapto, C.sub.1-C.sub.6alkylthio,
C.sub.1-C.sub.6haloalkylthio, C.sub.3-C.sub.6alkenylthio,
C.sub.3-C.sub.6haloalkenylthio, C.sub.3-C.sub.6-alkynylthio,
C.sub.2-C.sub.5alkoxyalkylthio, C.sub.3-C.sub.5acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4-cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyt, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6-haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, di-(C.sub.1-C.sub.4alkyl)amino, halogen, cyano,
nitro, phenyl and benzylthio, it being possible for phenyl and
benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkox- y, halogen, cyano
or nitro, and where substituents on the nitrogen in the
heterocyclic ring are other than halogen, and R.sub.14 has the
abovementioned meaning, and subsequently hydrolysing the resulting
compound of the formula Xa 27
[0139] is subsequently hydrolysed to give the compound of the
formula XVIa 28
[0140] in which R.sub.201, R.sub.301, R.sub.40, and R.sub.501 have
the abovementioned meaning; or
[0141] b) a compound of the formula XI 29
[0142] in which R.sub.14 has the abovementioned meaning is
subjected to a condensation reaction with a compound of the formula
XII 30
[0143] and the resulting compound of the formula XIII 31
[0144] in which R.sub.3, R.sub.4 and R.sub.5have the abovementioned
meaning and R.sub.14 is C.sub.1-C.sub.4alkyl, is chlorinated to
give the compound of the formula XIV 32
[0145] in which R.sub.3, R.sub.4, R.sub.5 and R.sub.14 have the
abovementioned meaning (for example using POCl.sub.3), and this
compound is subsequently reacted with a nucleophile of the formula
XV
Z--R.sub.15 (XV)
[0146] in which Z is SH, OH or amino and R.sub.15 is
C.sub.1-C.sub.6alkyl, C.sub.3-C.sub.6alkenyl,
C.sub.3-C.sub.6haloalkenyl, C.sub.3-C.sub.6-alkynyl,
C.sub.3-Cohaloalkynyl, C.sub.1-C.sub.6alkylsulfo- nyl,
C.sub.1-C.sub.6haloalkyl, phenyl or benzyl, it being possible for
the phenyl group, in turn, to be substituted by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3-alkoxy, C.sub.1-C.sub.3haloalko- xy, halogen, cyano
or nitro, or is C.sub.1-C.sub.4alkoxy-C.sub.1-CG.sub.4a- )kyl,
C.sub.1-C.sub.4-alkylthio-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylsulfinyl-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkylsulfonyl-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4-alkylsulfonyl or
di-(C.sub.1-C.sub.4alkyl)aminosulfonyl, or R.sub.15 is a five- to
ten-membered monocyclic or fused bicyclic ring system which can be
aromatic or partially saturated and can contain 1 to 4 hetero atoms
selected from the group consisting of nitrogen, oxygen and sulfur,
it not being possible for each ring system to contain more than 2
oxygen atoms and more than two sulfur atoms and it being possible
for the ring system itself to be mono-, di- or trisubstituted by
C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl,
C.sub.3-C.sub.6alkenyl, C.sub.3-C.sub.6haloalkenyl,
C.sub.3-C.sub.6alkynyl, C.sub.3-C.sub.6haloalkynyl,
C.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6-haloalkoxy,
C.sub.3-C.sub.6alkenyloxy, C.sub.3-C.sub.6alkynyloxy, mercapto,
C.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6-haloalkylthio,
C.sub.3-C.sub.6alkenylthio, C.sub.3-C.sub.6haloalkenylthio,
C.sub.3-C.sub.6alkynylthio, C.sub.2-Cralkoxyalkylthio,
C.sub.3-C.sub.5acetylalkylthio,
C.sub.3-C.sub.6alkoxycarbonylalkylthio,
C.sub.2-C.sub.4cyanoalkylthio, C.sub.1-C.sub.6alkylsulfinyl,
C.sub.1-C.sub.6haloalkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl,
C.sub.1-C.sub.6haloalkylsulfonyl, aminosulfonyl,
C.sub.1-C.sub.2alkylaminosulfonyl, di-(C.sub.1-C.sub.2alky-
l)aminosulfonyl, (CH.sub.2),R.sub.7, NR.sub.8R.sub.9, halogen,
cyano, nitro, phenyl and benzylthio, it being possible for phenyl
and benzylthio, in turn, to be substituted on the phenyl ring by
C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3haloalkyl,
C.sub.1-C.sub.3alkoxy, C.sub.1-C.sub.3haloalkoxy, halogen, cyano or
nitro, and substituents on the nitrogen in the heterocyclic ring
being other than halogen, in the presence of a base to give
compounds of the formula Xb 33
[0147] in which R.sub.14, R.sub.15, R.sub.3, R.sub.4, R.sub.5 and Z
have the abovementioned meanings and the resulting compound is
subsequently hydrolysed to give the compound of the formula XVIb
34
[0148] in which R.sub.15, R.sub.3, R4, R5 and Z have the
abovementioned meaning.
[0149] Compounds in which Z-R.sub.1l and Z are oxygen and R.sub.15
is C.sub.1-C.sub.6alkyl, C.sub.3-C.sub.6alkenyl,
C.sub.3-C.sub.6-alkynyl, C.sub.1-C.sub.6haloalkyl,
C.sub.3-C.sub.6haloalkenyl, cyano-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4alkoxy-C.sub.1-C.sub.4alkyl,
C.sub.1-C.sub.4-alkylthio-C.sub.1-C.sub.4alkyl or
C.sub.1-C.sub.4alkoxyca- rbonyl-C.sub.1-C.sub.4alkyl can also be
reacted starting from XIII by direct alkylation with the
corresponding alkylating agent L-Rl.sub.5XVa in which L is a
leaving group such as chlorine, bromine, iodine, mesyloxy or
tosyloxy.
[0150] Compounds of the formula XVIb in which Z-R.sub.15 is
fluorine are prepared by reacting a compound of the formula XIV
with potassium fluoride and, if appropriate, a catalytic amount of
18-crown-6 in the presence of a polar aprotic solvent, for example
acetonitrile, dimethylformamide or sulfolane. Compounds of the
formula XVIc in which Z-R.sub.15 is hydrogen are prepared by
reducing the chlorine group in formula XIV, for example with
hydrogen in the presence of a suitable metal catalyst or with
ammonium formate, in a suitable solvent. The preparation of the
compounds of the formula XVI or XVIa, XVIb and XVIc are illustrated
in greater detail in reaction schemes 3 and 4 which follow. 35
36
[0151] Compounds of the formula XVId in which R.sub.2 is
bromomethyl, cyanomethyl, thiocyanatomethyl,
C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6haloalkenyl, a
C.sub.1-C.sub.2alkoxycarbonyl- or phenyl-substituted vinyl,
C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6haloalky- nyl, a
trimethylsilyl-, hydroxyl-, C.sub.1-C.sub.2alkoxy-,
C.sub.1-C.sub.2alkoxycarbonyl- or phenyl-substituted ethynyl,
C.sub.3-C.sub.6allenyl, C.sub.3-C.sub.6cycloalkyl or mono or
polyhalogenated C.sub.3-C.sub.6cycloalkyl can be prepared, for
example, in accordance with generally known conversion methods
which are shown in reaction scheme 4a. 37
[0152] Intermediates of the formula XVIa in which R.sub.501 is
CF.sub.2Cl are prepared as described in scheme 3 or by reacting a
compound of the formula Xa in which R.sub.501 is trichloromethyl
with hydrofluoric acid in a pressurized vessel at temperatures
between 0 and 220.degree. C. (preferably 60-200.degree. C.).
[0153] Compounds of the formula XVia in which R.sub.501 is
CHF.sub.2 can be prepared as in scheme 3 or by heating a compound
of the formula Xa in which R.sub.301, R.sub.401, R.sub.14 and
R.sub.201 have the abovementioned meaning and R.sub.501 is
CF.sub.2Cl in an inert solvent, for example toluene or benzene, at
temperatures between 25 and 120.degree. C. (preferably
80-120.degree. C.) with tributyltin hydride or
1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane in the presence
of a catalytic amount of azo-isobutyronitrile and subsequently
hydrolysing the resulting compound to give the compound of the
formula XVIa in which R.sub.501 is CHF.sub.2.
[0154] Compounds of the formula XVIa in which R.sub.201, R.sub.301,
R.sub.40, and R.sub.501 have the abovementioned meaning can also be
prepared by reacting a compound of the formula Xc in which
R.sub.14, R.sub.301, R.sub.401 and R.sub.501 have the
abovementioned meaning and R.sub.201 is CH.sub.2Cl by nucleophilic
substitution, for example with an alkali metal iodide in an inert
solvent, to give the corresponding iodides, or by means of gaseous
hydrobromic acid in lower carboxylic acids such as glacial acetic
acid to give the corresponding bromine derivatives (for example in
accordance with U.S. Pat. No. 3,974,166) or by means of alkali
metal fluoride in a dipolar solvent such as sulfolane to give the
corresponding fluorine derivatives, or, to prepare an alkoxy
radical Xd, by reacting a halogen derivative Xc with an alcohol or
phenol in the presence of a base such as sodium hydride or an
alkaline earth metal oxide or alkaline earth metal carbonate or
directly with an alkali metal alkoxide in an inert solvent such as
dimethylformamide or in an excess of the alcohol ROH which
corresponds to the group to be introduced at temperatures between
-5 and 160.degree. C.,
[0155] or, in order to prepare a corresponding aromatic or
aliphatic thioether Xe, by reacting, analogously to what has been
said above, either the halide Xc with an aliphatic or aromatic
thiol in the presence of a base such as sodium hydride or with an
alkali metal salt of a thiol in an inert solvent at -10-150.degree.
C., or, in order to prepare corresponding sulfinyl or sulfonyl
derivatives Xe, by carrying out the reaction with an oxidant such
as m-chloroperbenzoic acid or sodium periodate or sodium perborate,
with the temperature control known in the art, depending on the
degree of oxidation (for example -30.degree. C.-+50.degree. C. for
n=1) or -20.degree. C.-+100.degree. C. for n=2) in an inert solvent
such as dichloromethane to give Xf,
[0156] or, in order to prepare cyanomethylene derivatives of the
formula Xg, by reacting a halide of the formula Xc with an alkali
metal cyanide or tetraalkylammonium cyanide or copper cyanide in an
inert solvent such as dichloromethane, tetrahydrofuran or
dimethylformamide at temperatures between 0.degree. C. and
220.degree. C.
[0157] The preparation of the compounds of the formula XVIa
(R.sub.501=CF.sub.2Cl) and of the intermediates of the formulae Xc,
Xd, Xe, Xf, and Xg are illustrated in greater detail in the
reaction schemes 5, 6 and 7 which follow. 38 39 40
[0158] To prepare all other compounds of the formula X and XVI
which are functionalized in accordance with the definition of
R.sub.201 (Z-R.sub.15) to R.sub.501, a multiplicity of known
standard methods are suitable, for example alkylation,
halogenation, acylation, amidation, oximation, oxidation and
reduction, the choice of the preparation methods which are suitable
depending on the properties (reactivities) of the substituents in
the intermediates.
[0159] The reactions to give compounds of the formula I are
advantageously carried out in aprotic inert organic solvents. Such
solvents are hydrocarbons such as benzene, toluene, xylene or
cyclohexane, chlorinated hydrocarbons such as dichloromethane,
trichloromethane, tetrachloromethane or chiorobenzene, ethers such
as diethyl ether, ethylene glycol dimethyl ether, diethylene glycol
dimethyl ether, tetrahydrofuran or dioxane, nitriles such as
acetonitrile or propionitrile, amides such as
N,N-dimethylformamide, diethylformamide or N-methylpyrrolidinone.
The reaction temperatures are advantageously between -20.degree. C.
and +120.degree. C. In general, the reactions are slightly
exothermic and, as a rule, they can be carried out at room
temperature. To shorten the reaction time, or else to start the
reaction, the mixture may be heated briefly to the boiling point of
the reaction mixture. The reaction times can also be shortened by
adding a few drops of base as reaction catalyst. Suitable bases
are, in particular, tertiary amines such as trimethylamine,
triethylamine, quinuclidine, 1,4-diazabicyclo[2.2.2]octane,
1,5-diazabicyclo[4.3.0]non-5-ene or
1,5-diazabicyclo[5.4.0]undec-7-ene. However, inorganic bases such
as hydrides, e.g. sodium hydride or calcium hydride, hydroxides,
e.g. sodium hydroxide or potassium hydroxide, carbonates such as
sodium carbonate and potassium carbonate, or hydrogen carbonates
such as potassium hydrogen carbonate and sodium hydrogen carbonate,
may also be used as bases. The compounds of the formula I can be
isolated in the customary manner by concentrating and/or by
evaporating the solvent and purified by recrystallization or
trituration of the solid residue in solvents in which they are not
readily soluble, such as ethers, aromatic hydrocarbons or
chlorinated hydrocarbons.
[0160] All application methods which are conventionally used in
agriculture, for example pre-emergence application, post-emergence
application and seed treatment, as well as various methods and
techniques, for example the controlled release of active
ingredients, are suitable for the use according to the invention of
the compounds of the formula I or of compositions comprising them.
To this end, the active ingredient in solution is applied to
mineral carriers for granules or to polymerized granules
(urea/formaldehyde) and dried. If appropriate, an additional
coating can be applied (coated granules), which allows the active
ingredient to be released in a controlled manner over a specific
period of time.
[0161] The compounds of the formula I can be employed as herbicides
as such, i.e. as obtained from synthesis. However, they are
preferably processed in the customary manner together with the
auxiliaries conventionally used in the art of formulation, for
example to give emulsifiable concentrates, directly sprayable or
dilutable solutions, dilute emulsions, wettable powders, soluble
powders, dusts, granules or microcapsules. Such formulations are
described, for example, in WO 97/34485 on pages 9 to 13. The
application methods such as spraying, atomizing, dusting, wetting,
scattering or pouring, as well as the type of composition, are
chosen to suit the intended aims and the prevailing
circumstances.
[0162] The formulations, i.e. the compositions, preparations or
products which comprise the active ingredient of the formula I or
at least one active ingredient of the formula I and, as a rule, one
or more solid or liquid formulation auxiliaries are prepared in the
known manner, for example by intimately mixing and/or grinding the
active ingredients together with the formulation auxiliaries, for
example solvents or solid carriers. Furthermore, surface-active
compounds (surfactants) may additionally be used when preparing the
formulations. Examples of solvents and solid carriers are indicated
for example in WO 97/34485 on page 6.
[0163] Suitable surface-active compounds are, depending on the
nature of the active ingredient of the formula I to be formulated,
non-ionic, cationic and/or anionic surfactants and surfactant
mixtures which have good emulsifying, dispersing and wetting
properties.
[0164] Examples of suitable anionic, non-ionic and cationic
surfactants are enumerated, for example, in WO 97/34485 on pages 7
and 8.
[0165] The surfactants conventionally used in the art of
formulation which are described, inter alia, in "McCutcheon's
Detergents and Emulsifiers Annual" MC Publishing Corp., Ridgewood
New Jersey, 1981, Stache, H., "Tensid-Taschenbuch" ["Surfactants
Guide"], Carl Hanser Verlag, Munich[Vienna, 1981, and M. and J.
Ash, "Encyclopedia of Surfactants", Vol I-III, Chemical Publishing
Co., New York, 1980-81, are furthermore also suitable for preparing
the herbicidal compositions according to the invention.
[0166] As a rule, the herbicidal formulations comprise 0.1 to 99%
by weight, in particular 0.1 to 95% by weight, of herbicide, 1 to
99.9% by weight, in particular 5 to 99.8% by weight, of a solid or
liquid formulation auxiliary and 0 to 25% by weight, in particular
0.1 to 25% by weight, of a surfactant. While concentrated
compositions are more preferred as commercially available goods,
the end consumer uses, as a rule, dilute compositions. The
compositions can also comprise further additives such as
stabilizers, for example epoxidized or non-epoxidized vegetable
oils (epoxidized coconut oil, rapeseed oil or soya oil), antifoams,
e.g. silicone oil, preservatives, viscosity regulators, binders,
tackifiers and fertilizers or other active ingredients.
[0167] As a rule, the active ingredients of the formula I are
applied to the plant or its environment at rates of 0.001 to 4
kg/ha, in particular 0.005 to 2 kg/ha. The dosage required for the
desired action can be determined by experiments. It depends on the
type of the action, the developmental stage of the crop plant and
of the weed, and on the application (location, timing, method) and
can, owing to these parameters, vary within wide limits.
[0168] The compounds of the formula I are distinguished by
herbicidal and growth-inhibitory properties which allow them to be
employed in crops of useful plants, in particular in cereals,
cotton, soya, sugar beet, sugar cane, plantation crops, rapeseed,
maize and rice and for the non-selective control of weeds. Crops
are also to be understood as including those which have been
rendered tolerant to herbicides or classes of herbicides by means
of conventional plant breeding or by genetic engineering methods.
The weeds to be controlled may be both mono- and dicotyledonous
weeds such as Stellaria, Nasturtium, Agrostis, Digitaria, Avena,
Setaria, Sinapis, Lolium, Solanum, Echinochloa, Scirpus,
Monochoria, Sagittaria, Bromus, Alopecurus, Sorghum halepense,
Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Amaranthus,
Chenopodium, lpomoea, Chrysanthemum, Galium, Viola and
Veronica.
[0169] The examples which follow illustrate the invention in
greater detail without limiting it.
PREPARATION EXAMPLES
Example H1
Preraration of
3-hydroxy-4,4-dimethyl-2-(2-methyl-6-trifluoromethylpyridin-
e-3-carbonyl)cyclohex-2-enone (compound A2-B24)
[0170] 6.68 g (0.0305 mol) of methyl
2-methyl-6-trifluoromethyinicotinate (prepared as described in
Heterocycles, 46, 129 (1997)) are dissolved in 250 ml of
methanol/water (3:1 mixture), and 1.92 g (0.046 mol) of lithium
hydroxide hydrate are added portionwise at a temperature of
22.degree. C. After 4 hours at 22.degree. C., the reaction mixture
is poured onto ethyl acetate and 2 N hydrochloric acid, and the
organic phase is washed three times with water, dried with sodium
sulfate and evaporated, and the residue is triturated with a small
amount of hexane. After filtration, 5.69 g (90% of theory) of
2-methyl-6-trifluoromethyinicotinic acid of melting point
147-149.degree. C. are obtained.
[0171] The resulting 2-methyl-6-trifluoromethyinicotinic acid
(1.026 g, 0.005 mol) is dissolved in 20 ml of oxalyl chloride.
Three drops of dimethylformamide are added and the mixture is
refluxed for 1 hour. The mixture is then concentrated on a rotary
evaporator and the residue (2-methyl-6-trifluoromethylnicotinoyl
chloride) is taken up in 100 ml of methylene chloride. At a
temperature of 0.degree. C., 1.6 ml (0.0115 mol) of triethylamine
and 0.7 g (0.005 mol) of 4,4-dimethylcyclohexane-1,3-dio- ne are
added. After 2 hours at a temperature of 22.degree. C., the solvent
is removed on a vacuum rotary evaporator, the residue which remains
is dissolved in 55 ml of acetonitrile, and 0.15 ml (0.0016 mol) of
acetone cyanohydrin and 0.79 ml (0.0057 mol) of triethylamine are
added in order to subject the intermediate to a rearrangement
reaction. After the reaction solution has been stirred for 4 hours
at room temperature, it is evaporated. The syrup which remains is
chromatographed on silica gel. Elution with a mixture of toluene,
ethyl alcohol, dioxane, triethylamine and water (100:40:20:20:5
parts by volume) gives a pale yellow viscous oil (Rf=0.39 on the
abovementioned mixture as mobile phase), which is dissolved in
dichloromethane and washed in succession with 75 ml of 5%
hydrochloric acid and 75 ml of water. Evaporation to dryness of the
organic solution which has been dried with Na.sub.2SO.sub.4 yields
1.05 g (63%) of pure
3-hydroxy-4,4-dimethyl-2-(2-methyl-6-trifluoromethylpyridin-
e-3-carbonylwcyclohex-2-enone in the form of white crystals of
melting point 75-77.degree. C.
[0172] .sup.1H NMR (d.sub.6-DMSO, 8 in ppm): 1.342, s, 6H: 2.088,
t, J 9 Hz, 2H: 2.685, s, 3H: 2.982, t, J 9 Hz, 2H:8.030, d, J 81
Hz, 1H: 8.094, d, (J, 8.1 Hz), 1H.
Example H2
Preparation of 5-methyl-5-trifluoromethylcyclohexane-1,3-dione
(Compound H-B1066)
[0173] 0.64 g of sodium were introduced into 40 ml of ethanol, and
3.23 ml of methyl acetoacetate and 4.9 g of isopropyl
4,4,4-trifluoro-3-methylbut- -2-enoate were introduced, and the
mixture was heated at the boil for 18 hours. After the mixture has
been partitioned between dilute hydrochloric acid and ethyl
acetate, the mixture is evaporated. The remaining unpurified methyl
2-methyl-4,6-dioxo-2-trifluoromethylcyclohexanecarboxyl- ate is
hydrolysed in a mixture of methanol and water at boiling point in
the presence of 9.1 g of sodium hydroxide.
[0174] The mixture is subsequently acidified with hydrochloric acid
and extracted with fresh ethyl acetate. After recrystallization
(ethyl acetate), pure
5-methyl-5-trifluoromethylcyclohexane-1,3-dione of melting point
150-152.degree. C. is obtained.
Example H3
Preparation of methyl
2-hydroxy-1-methoxy-5-methyl-4-oxocyclohex-2-enecarb- oxylate
(Example H-B1069)
[0175] A 30% solution of 35.8 g of sodium methoxide is introduced
into 65 ml of dimethyl sulfoxide and, within 20 minutes, treated
with a mixture of 16.7 g of 3-methyl-3-butene-2-one and 32.4 g of
dimethyl methoxymalonate at a temperature of 30-35.degree. C. The
mixture is stirred for 1 hour at a temperature of 35.degree. C.,
and is then acidified with hydrochloric acid and extracted
repeatedly with dichloromethane. The organic phases are washed with
water, dried and concentrated. Crystallization from hot ethyl
acetate and hexane gives pure methyl
2-hydroxy-1-methoxy-5-methyl-4-oxocyclohex-2-enecarboxylate of
melting point 117-117.5.degree. C.
Example H4
Preparation of Methyl
2-hydroxy-1-methoxy-5-methyl-3-(2-methyl-6-trifluoro-
methylpyridine-3-carbonyl)-4-oxocyclohex-2-enecarboxylate (compound
A2-B1069)
[0176] 2.23 g of fresh 2-methyl-6-trifluoromethyinicotinoyl
chloride are added to a mixture of 2.14 g of methyl
2-hydroxy-1-methoxy-5-methyl-4-oxo- cyclohex-2-enecarboxylate and
2.02 g of triethylamine in 30 ml of acetonitrile. After
approximately 30 minutes, 0.065 g of potassium cyanide is added and
the mixture is stirred for 18 hours. At pH 2, the mixture is
subsequently partitioned between water and ethyl acetate, dried
over magnesium sulfate and evaporated. Filtration on silica gel
(mobile phase ethyl acetatelmethanol/triethylamine 85:10:5) gives
the pure methyl
2-hydroxy-methoxy-5-methyl-3-(2-methyl-6-trifluoromethylpyrid-
ine-3-carbonyl)-4-oxocyclohex-2-enecarboxylate as a viscous
oil.
Example H5
Preparation of
3-hydroxy-4-methoxy-6-methyl-2-(2-methyl-6-trifluoromethyl--
pyridine-3-carbonyl)cyclohex-2-enone (Compound A2-B1070)
[0177] 1.4 g of methyl
2-hydroxy-1-methoxy-5-methyl-3-(2-methyl-6-trifluor-
omethylpyridine-3-carbonyl)-4-oxocyclohex-2-enecarboxylate in
dioxane/water (5:3) are treated with 0.586 g of potassium hydroxide
and the mixture is stirred for 3 hours. The mixture is then
acidified (pH 3) and extracted with fresh ethyl acetate. The crude
product is purified by chromatography analogously to Example H4.
3-Hydroxy-4-methoxy-6-methyl-2--
(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)cyclohex-2-enone is
obtained as a viscous oil (according to .sup.1H-NMR as a mixture of
3 tautomeric forms).
Example H6
5-Chloro-2,2,
6,6-tetramethyl-4-(2-methyl-6-trifluoromethylpyridine-3-carb-
onyl)-cyclohex-4-ene-1,3-dione (compound A2-B1105) and
6-[chloro-(2-methyl-6-trifluoromethyl-pyridin-3-yl)methylene]-2,2,4,4-tet-
ramethylcyclohexane-1 ,3,5-trione
[0178] 7.0 g (55 mmol) of oxalyl chloride are introduced into 18.5
g (50 mmol) of
5-hydroxy-2,2,6,6-tetramethyi-4-(2-methyl-6-trifluoromethylpyrid-
ine-3-carbonyl)cyclohex-4-ene-1,3-dione (compound A2-B354),
dissolved in 50 ml of dichloromethane; 5 drops of dimethylformamide
are added, and the mixture is slowly heated up to boiling point.
After approximately 30 minutes, after the evolution of gas has
ceased, the mixture is evaporated and the product is crystallized
by adding n-hexane. The main product obtained is pure
5-chloro-2,2,6,6-tetramethyl-4-(2-methyl-6-trifluorometh-
ylpyridine-3-carbonyl)cyclohex-4-ene-t,3-dione, m.p.
119.5-120.degree. C. Further HPLC-separation of the mother liquor
using 5-10% ethyl acetate in hexane gives the isomer
6-fchloro-(2-methyl-6trifluoromethylpyridine-3-yl-
)methylene]-2,2,4,4-tetramethylcyclohexane-1,3,5-trione, m.p.
92.5-93.degree. C.
Example H7
5-Chloro-2,2,6,6-tetramethyl-4-(2-methyl-1-oxy-6-trifluoromethylpyridine-3-
-carbonyl)cyclohex-4-ene-1.3-dione (comDound A1210-B1105)
[0179] 1.94 g (5 mmol) of
5-chloro-2,2,6,6-tetramethyl-4-(2-methyl-6-trifl-
uoromethylpyridine-3-carbonyl)cyclohex-4-ene-1 ,3-dione are treated
in 20 ml of dichloroethane at a temperature of -10.degree. C. with
0.94 g (10 mmol) of hydrogen peroxide/urea adduct and 1.89 g (9
mmol) of trifluoroacetic anhydride. The reaction mixture is warmed
to room temperature, with stirring, and held for a further 4 hours
at this temperature. The mixture is then partitioned between ethyl
acetate and water of pH 5, washed with sodium chloride solution and
evaporated. The residue which is filtered through silica gel is
pure
5-chloro-2,2,6,6-tetramethyl-4-(2-methyl-1-oxy-6-trifluoromethylpyridine--
3-carbonyl)cyclohex-4-ene-1,3-dione of melting point
145.5-146.degree. C.
Example H8
4-(2-Bromomethyl-6-trifluoromethylpyridine-3-carbony:4-5-chloro-2,2,6,6-te-
tramethylcyclohex-4-ene-1,3-dione (compound A1029-B1105)
[0180] 0.39 g (1 mmol) of
5-chloro-2,2,6,6-tetramethyl-4-(2-methyl-6-trifl-
uoromethylpyridine-3-carbonyl)cyclohex-4-ene-1,3-dione and 0.20 g
(1.1 mmol) of N-bromsuccinimide are refluxed in the presence of a
catalytic amount of dibenzoyl peroxide in 10 ml of carbon
tetrachloride. After the reaction has subsided, the resulting
succinimide is removed by filtration and the crude product is
purified by column chromatography (mobile phase: ethyl
acetate/hexane 1:4). This gives pure
4-(2-bromomethyl-6-trifluorome-
thylpyridine-3-carbonyl)-5-chloro-2,2,6,6-tetramethylcyclohex-4-ene-1,3-di-
one of melting point 94.5-95.degree. C.
Example H9
2-(2-Acetoxymethyl-6-trifluoromethylpyridine-3-carbonVi)-4,4,6,6-tetrameth-
yl-3,5-dioxocyclohex-1-enyl acetate (compound A1099-B1107)
[0181] 0.4 g (1 mmol) of
5-chloro-2,2,6,6-tetramethyl-4-(2-methyl-1-oxy-6--
trifluoromethylpyridine-3-carbonyl)cyclohex-4-ene-1,3-dione
(Example H7) is refluxed for 25 minutes in the presence of 3 ml of
acetic anhydride. The mixture is then concentrated and partitioned
between ethyl acetate and sodium bicarbonate solution at pH 6.5.
The crude product, separated on silica gel (mobile phase: ethyl
acetatelhexane 1:4) yields the pure
2-(2-acetoxymethyl-6-trifluoromethylpyridine-3-carbonyl)-4,4,6,6-tetramet-
hyl-3,5-dioxocyclohex-1-enyl acetate as an oil; .sup.1H-NMR
(CDCl.sub.3): 7.98 d, CH, 7.72 d, CH, 5.62 s, CH.sub.2, 2.22 and
2.20 2x OAc, 1.58, s, 2x CH.sub.3, 1.44 ppm, s, 2x CH.sub.3.
Example H10
5-Hydroxy-2-methyl-4-(2-methyl-6-trifluoromethvipyridine-3-carbonyl)bicycl-
o[4.1.0]hept-4-en-3-one (compound A2-D109) and
3-hydroxy-7-methyl-2-(2-met-
hyl-6-trifluoromethylpyridine-3-carbonyl)cyclohepta-2,6-dienone
(compound A2-F5)
[0182] 0.82 g (2 mmol) of ethyl
trans-5-hydroxy-2-methyl-4-(2-methyl-6-tri-
fluoromethylpyridine-3-carbonyl)-3-oxobicyclo[4.1.0]hept-4-en-2-carboxylat-
e (compound A2-Dl1 1)is stirred in a 2:1 mixture of dioxane/water
together with 0.254 g (4.5 mmol) of potassium hydroxide at room
temperature until all of the starting material is reacted. Then,
ethyl acetate is added, the mixture is acidified to pH 3 using 4 N
HCl, and the 2-phase mixture is then heated for approx. 1 hour at a
temperature of 40.degree. C. The aqueous phase which is saturated
with sodium chloride is then separated off. The ethyl acetate
extract is evaporated to dryness and the product is chromatographed
on silica gel (mobile phase ethyl acetate/hexane 1:2). The 1 st
fraction which is isolated is 3-hydroxy-7-methyl-2-(2-methyl-6-t-
rifluoromethylpyridine-3-carbonyl)cyclohepta-2,6-dienone as pure
tautomer mixture, .sup.1H-NMR (CDCl.sub.3): 17.72 and 17.08, 2s,
OH, 7.6-7.45, 2 arom. H, 6.68 and 6.62, 2t, CH, 2.84, m, 2.63, m,
2.52, m, 4H, 2.62 and 2.54, 2s, CH3, 2.03 and 1.77 ppm, 2s,
CH.sub.3. Subsequent elution with 100% ethyl acetate gives, as the
2nd fraction, the isomer and tautomer mixture of
5-hydroxy-2-methyl-4-(2-methyl-6-trifluoromethylpyridine-3-car-
bonyl)bicyclo[4.1.0]hept-4-en-3-one, .sup.1H-NMR (CDCl.sub.3): i.a.
17.62 and 17.48, 2s, OH, 7.6-7.45, 2 arom. H, 2.54, m, 2.48, 2s
CH.sub.3, 1.22 and 1.14,2d, CH.sub.3, 1.00 to 0.05 ppm, 2H.
Example H11
5-Hydroxy-2-methanesulfinyl-2-methyl-4-(2-methyl-6-trifluoromethylpyridine-
-3-carbonyl)bicyclo[4.1.0]lhept-4-en-3-one (compound A2-D114):
[0183] 0.87 g (2.3 mmol) of
5-hydroxy-2-methyl-2-methylsulfanyl-4-(2-methy-
l-6-trifluoromethylpyridine-3-carbonyl)bicyclo[4.1.0]hept-4-en-3-one
(compound A2-D113), dissolved in 8 ml of methanol, is warmed for 3
hours at a temperature of 50.degree. C. in the presence of 0.56 g
of sodium periodate. The mixture is then partitioned between ethyl
acetate and sodium chloride solution, concentrated, and the crude
product is purified by chromatography (mobile phase: ethyl
acetate/methanol 19:1). Pure
5-hydroxy-2-methanesulfinyl-2-methyl-4-(2-methyl-6-trifluoromethylpyridin-
e-3-carbonyl)bicyclo[4.1.0]hept-4-en-3one is obtained as tautomer
and isomer mixture of melting point 159.5-160.degree. C.
Example H12
2-Prop-2-ynyloxy-6-trifluoromethylnicotinic Acid (Compound
A1025):
[0184] 47 g (0.2 mot) of
2-oxo-6-trifluoromethyl-1,2-dihydropyridine-3-car- boxylic acid, 20
ml (0.25 mol) of propargyi bromide and 43 9 (0.31 mol) of potassium
carbonate are heated to a temperature of 75.degree. C. in a mixture
of 40 ml of dimethylformamide and 80 ml of acetonitrile in the
presence of a catalytic amount of 18-crown-6 ether. After 5 hours,
the mixture is partitioned between ethyl acetate and saturated
sodium chloride solution. The crude product is filtered through a
silica gel column using 15% ethyl acetate in hexane. The main
component, which is obtained in the form of an oil, is the pure
ethyl 2-prop-2-ynyloxy-6-trif- luoromethylnicotinate; .sup.1H-NMR
(CDCl.sub.3): 8.31, d, CH, 7.38, d, CH, 5.13, d, CH.sub.2, 4.41, q,
CH.sub.2, 2.48, t, CCH, 1.41 ppm, t, CH.sub.3.
[0185] 36.3 g (0.13 mol) of this product is stirred over a period
of 16 hours with a solution of 11.5 g (0.17 mol) of potassium
hydroxide in 50 ml of water and 50 ml of dioxane. After
acidification and extraction with ethyl acetate, crystalline
2-prop-2-ynyloxy-6-trifluoromethyinicotinic acid is obtained;
.sup.1H-NMR (CDCl.sub.3): 10.0, b, OH, 8.53, d, CH, 7.44, d, CH,
5.22, d, CH.sub.2, 2.54 ppm, t, CCH.
Example H13
2-Methylthio-6-trifluoromethyinicotinic acid (compound Al 5)
[0186] 9.4 g (40 mmol) of
2-oxo-6-trifluoromethyl-1,2-dihydropyridine-3-ca- rboxylic acid are
introduced into a 1-molar solution of 21.7 g of phosphorus
tribromide (80 mmol) in dichloromethane at a temperature of
35.degree. C. Then, the solvent is distilled off and the reaction
mixture is heated slowly to boiling point, approx. 175.degree. C.
After 18 hours, the mixture is cooled to 0.degree. C., diluted with
dichloromethane and stirred with ice-water of pH 1.8. The organic
phase is then washed with cold sodium carbonate solution and with
15% sodium chloride solution, dried over magnesium sulfate and
concentrated. The residue is ethyl
2-bromo-6-trifluoromethyinicotinate in the form of an oil;
.sup.1H-NMR (CDCl.sub.3): 8.20, d, CH, 7.72 d, CH, 4.46, q,
CH.sub.2, 1.42 ppm, t, CH.sub.3 of melting point 164-166.degree.
C.
[0187] 1.0 g (3.4 mmol) of this product, dissolved in a small
amount of acetonitrile, is heated for 45 minutes to a temperature
of 70.degree. C. together with 0.26 g of sodium methanethiolate
(3.4 mmol) in the presence of a catalytic amount of 15-crown-5
ether. The solution, which is cooled to room temperature, is then
treated with 0.22 g (5.5 mmol) of sodium hydroxide and 5 ml of
water, and stirring is continued for 3 hours. The neutral
components are subsequently removed with a small amount of diethyl
ether, and the aqueous phase is brought to pH 2.5 and extracted
twice using ethyl acetate. This gives
2-methylthio-6-trifluoromethyinicot- inic acid as crystalline
product; .sup.1H-NMR (CDCl.sub.3): 8.46, d, CH, 7.43, d, CH, 2.58
ppm, s, SCH.sub.3.
Example H14
2-Methanesulfonylamino-6-trifluoromethyinicotinic Acid (Compound
A1203)
[0188] 0.52 g of methanesulfonamide is introduced into a
tetrahydrofuran suspension of 0.24 g of 55% sodium hydride in oil.
After the evolution of hydrogen has ceased, 1.5 9 (5 mmol) of ethyl
2-bromo-6-trifluoromethyinic- otinate, 0.3 g (5.2 mmol) of
potassium fluoride and a catalytic amount of crown ether and 5 ml
of N-methylpyrrolidone are added and the mixture is heated at the
boil for 18 hours. The reaction mixture is then partitioned between
ethyl acetate and water and freed from organic neutral
constituents. The aqueous phase is brought to pH 2.9, extracted 3
times with fresh ethyl acetate, dried and concentrated. A
crystalline product, ethyl
2-methanesulfonylamino-6-trifluoromethyinicotinate, is obtained
from etherihexane; .sup.1H-NMR (CDCl.sub.3): 10.48, s, NH, 8.49, d,
CH, 7.38, d, CH, 4.45, q, CH.sub.2, 3.51, S, SO.sub.2CH.sub.3, 1.42
ppm, t, CH.sub.3.
[0189] 0.43 g (1.4 mmol) of the above product is hydrolysed at room
temperature using a 1:1 solution of 0.22 g (3.9 mmol) of potassium
hydroxide in dioxane/water. After the solution, which has been
acidified to pH 2.5, has been extracted with ethyl acetate,
2-methanesulfonylamino-- 6-trifluoromethylnicotinic acid is
obtained as crystallisate; .sup.1H-NMR (d.sub.6-DMSO): 8.62, d, CH,
7.72, d, CH, 3.52 ppm, S, SO2CH.sub.3.
Example H15
(3-Methoxycarbonyl-6-trifluoromethylpyridin-2-ylmethyl)phenylphosphonium
Bromide
[0190] 50 g (0.23 mol) of methyl
2-methyl-6-trifluoromethyinicotinate and 49 g (0.28 mol) of
N-bromosuccinimide are heated for 90 minutes at 50.degree. C. in
500 ml of carbon tetrachloride in the presence of a catalytic
amount of .alpha.,.alpha.-azaisobutyronitrile with illumination by
a 150 watt lamp. Precipitated succinimide is filtered off, and the
product methyl 2-bromomethyl-6-trifluoromethyinicotinate is then
isolated as main component by means of column chromatography
(mobile phase ethyl acetate/hexane 1:15), .sup.1H-NMR (CDCl.sub.3):
4.01, s, 3H; 5.03, s, 2H; 7.72, d (J 8.2 Hz), 1H; 8.43 ppm, d, (J
8.2 Hz), 1H. 25.6 g (35 mmol) of the above product are taken up in
toluene and treated with 10.6 g (40 mmol) of triphenylphosphine.
After the mixture has been heated for 2 hours at boiling point,
pure (3-methoxycarbonyl-6-trifluoromethylpyridine-
-2-ylmethyl)triphenylphosphonium bromide of melting point
215-217.degree. C. crystallizes out upon cooling.
Example H16
2-Vinyl-6-trifluoromethyinicotinic Acid (Compound A21) and
2-(2.2-dichloro-cyclopropyl)-6-trifluoromethylnicotinic Acid
(Compound A1092)
[0191] 5.7 g (10 mmol) of
(3-methoxycarbonyl-6-trifluoromethylpyridine-2-y-
lmethyl)triphenyl-phosphonium bromide are dissolved at room
temperature in a 2-phase system of 25 ml of chloroform and 2.1 g
(20 mmol) of sodium carbonate and reacted, in 10 ml of water, with
a 35% aqueous solution of 1.7 g (20 mmol) of formaldehyde. After
1.5 hours, the organic phase is separated off and filtered through
silica gel. Methyl 2-vinyl-6-trifluoromethylnicotinate is obtained
as an oil, .sup.1H-NMR (CDCl.sub.3): 8.31, d, CH, 7.10, dd, CH,
7.09, d, CH, 6.68, dd, CH, 5.68, dd, CH, 3.97 ppm, s,
OCH.sub.3.
[0192] 0.97 g (4.1 mmol) of this product is again taken up in
chloroform and reacted with 6 ml of 50% sodium hydroxide solution
with vigorous stirring in the presence of 90 mg of
benzyltrimethylammonium bromide. After 20 hours, the organic phase
is separated off, concentrated and purified by HPLC (mobile phase:
ethyl acetate/hexane 1:4). This gives pure methyl
2-(2,2-dichlorocyclopropyl)-6-trifluoromethyinicotinate,
.sup.1H-NMR (CDCl.sub.3): 8.50, d, CH, 7.70, d, CH, 4.08, sl
OCH.sub.3, 3.68, dd, CH, 2.64, dd, CH, 2.05 ppm, dd, CH.
[0193] Hydrolysis of the above esters gives, accordingly, the
2-vinyl-6-trifluoromethyinicotinic acid, .sup.1H-NMR (CDCl.sub.3):
8.40, d, CH, 7.22, dd, CH, 7.09, d, CH, 6.68, dd, CH, 5.58 ppm, dd,
CH, and 2-(2,2-dichlorocyclopropyl)-6-trifluoromethyinicotinic
acid, .sup.1H-NMR (CDCl.sub.3): 8.64, d, CH, 7.23, d, CH, 3.78, dd,
CH, 2,67, dd, CH, 2,08 ppm, dd, CH.
Example H17
2-Prona-1,2-dienyl-6-trifluoromethyinicotinic Acid (A1096) and
2-(3-chloropronenyl)-6-trifluoromethylnicotinic Acid (Compound
A1095).
[0194] 6.7 g (11 mmol) of
((3-methoxycarbonyl-6-trifluoromethylpyridin-2-y-
l)methyl)triphenyl-phosphonium bromide are reacted with 2 ml of 45%
aqueous chloroacetaldehyde solution (14 mmol) and 1.5 g (14 mmol)
of sodium carbonate with vigorous stirring in a 2-phase system of
20 ml of chloroform and 7 ml of water. After 2 hours, the organic
solution is separated off and washed with half-saturated sodium
chloride solution. The product is separated on silica gel (mobile
phase ethyl acetate/hexane 1:4). As the 1 st fraction, methyl
2-propa-1,2-dienyl-6-trifluoromethylni- cotinate, .sup.1H-NMR
(CDCl.sub.3): 7.62, m, CH, 7.55, d, CH, 7.32, d, CH, 7.04, d, CH,
7.02, m, CH, 3.98 ppm, s, OCH.sub.3, is isolated, and methyl
2-(3-chloropropenyl)-6-trifluoromethyinicotinate, .sup.1H-NMR
(CDCl.sub.3): 8.85, d, CH, 7.65, dd, 7.58, d, CH, CH, 7.28, dd, CH,
4.32, d, CH.sub.2Cl, 3.98 ppm, s, OCH.sub.3 is isolated as the 2nd
fraction.
[0195] Hydrolysis of the above esters gives
2-propa-1,2-dienyl-6-trifluoro- methyinicotinic acid, m.p.
194-196.degree. C., and 2-(3-chloropropenyl)-6--
trifluoromethyinicotinic acid, m.p. 137-138.degree. C.
Example H18
2-Chloro-4-methyl-6-trifluoromethylnicotinic Acid (Compound
A1205)
[0196] In a pressurized vessel, 7.5 g (0.03 mol) of
((3-ethoxycarbonyl)-4-methyl-6-trifluoromethyl)-pyrid-2-one is
heated for 3 hours at a temperature of 170.degree. C. in the
presence of 5.8 ml of phenyl dichlorophosphate. When cold, the
reaction solution is filtered directly over a short silica gel
column (mobile phase: ethyl acetate/hexane 1:9), and the
2-chloro-4-methyl-6-trifluoromethylpyridin-3- -ylethyl ester is
obtained as oily product. The latter is hydrolysed in the presence
of aqueous potassium hydroxide solution in dioxane at a temperature
of 40.degree. C. After acidification to pH 2.7, extraction with
ethyl acetate gives 2-chloro-4-methyl-6-trifluoromethyinicotinic
acid as crystalline product: .sup.1H NMR (CDCl.sub.3): 9.55, b, OH,
7.55, s, 1H; 3.80, s, CH.sub.3, 2.56 ppm, s, CH.sub.3.
Example H19
4-Methyl-6-trifluoromethylnicotinic Acid (Compound A531)
[0197] To a suspension of 0.55 g of 10% Pd/C in 20 ml of methanol
there are added 3.0 g (16.8 mmol) of the
2-chloro-4-methyl-6-trifluoromethylpyr- idin-3-ylethyl ester and,
in 2 portions, a total of 5 g of ammonium formate, and the mixture
is stirred for 24 hours at room temperature. The reaction mixture
is then filtered through Celite and partitioned between ethyl
acetate and sodium chloride solution. Chromatographic purification
(mobile phase 1:9) gives the
4-methyl-6-trifluoromethylpyridin-3-ylethyl ester in the form of an
oil: hydrolysis in accordance with the above processes gives
4-methyl-6-trifluoromethyinicotinic acid: .sup.1H NMR (CDCl.sub.3):
9.32, s, 1H, 7.62, s, 1H, 2.79 ppm, s, CH.sub.3.
Examole H20
5-Methyl-5-methylsulfanvibicyclor4.1.0]heptane-2,4-dione (compound
H-D113):
[0198] A 1-molar solution of 16.7 g (0.1 mol) of lithium
bistrimethylsilylamide in tetrahydrofuran is added at a temperature
of 0.degree. C. to a solution of 13.4 g (0.1 mol) of methyl
2-methylmercaptopropionate in 30 ml of tetrahydrofuran. After the
mixture has been stirred for 1 hour, 11.8 g (0.1 mol) of
5-chloropent-3-en-2-one are added dropwise in the course of 20
minutes in such a way that the temperature can be maintained at
0.degree. C. After the mixture has been stirred for a further 30
minutes, ice-water is added, and the mixture is acidified with
hydrochloric acid and extracted with diethyl acetate. The crude
product is chromatographed with ethyl acetatelhexane 15/85. This
gives methyl 2-(2-acetylcyclopropyl)-2-methylsulfanylpropionate,
.sup.1H-NMR (CDCl.sub.3): 3.74, s, OCH.sub.3, 2.19 and 2.14, 2s,
SCH.sub.3, 2.12. and 2.00, 2s, CH.sub.3, 2.2-1.9, 1H, 1.3, s, CH3,
1.3 to 1.0 ppm, 2H, as a 3:7 isomer mixture.
[0199] 2.45 g (11 mmol) of the above product, which is enriched in
the more polar isomer, is heated with 4.5 g (25 mmol) of 30% sodium
ethoxide solution in a mixture of toluene/dimethylformamide 19:1
for 90 minutes at 115.degree. C. The mixture is then taken up in
ethyl acetate and washed with dilute hydrochloric acid at pH 3. The
residue which has been isolated is purified on silica gel (mobile
phase ethyl acetate/hexane 1:2). This gives the isomer I of
5-methyl-5-methylsulfanylbicyclo[4.1.0]h- eptane-2,4-dione,
.sup.1H-NMR (CDCl.sub.3): 3.48, d, CH, 3.00 d, CH, 2.21, m, CH,
1.94, m, CH, 1.86, s, CH.sub.3, 1.57, s, CH.sub.3, 1.44, m, CH,
1.04 ppm, m, CH.
[0200] The isomer 11 of
5-methyl-5-methylsulfanylbicyclo[4.1.0]heptane-2,4- -dione,
.sup.1H-NMR (CDCl.sub.3): 3.78, d, CH, 3.14 d, CH, 2.22, m, CH,
1.93, m, CH, 2.08, s, CH.sub.3, 1.58, s, CH.sub.3, 1.6-1.4 ppm, 2H,
is obtained from the product which is enriched in apolar
isomers.
Example H21
4-Methylcyclohept-4-ene-1,3-dione (compound H-F5)
[0201] 1.0 g (5.4 mmol) of the
5-methyl-5-methylsulfanylbicyclo[4.1.0)hept- ane-2,4-dione isomers
11 is hydrogenated for 90 minutes under atmospheric pressure in 15
ml of methanol in the presence of 5 9 Raney nickel. The mixture is
concentrated and purified over silica gel (mobile phase ethyl
acetate/hexane 1:1), and 4-methylcyclohept-4-ene-1,3-dione,
.sup.1H-NMR (CDCl.sub.3): 6.84, m, CH, 3.94, s, CH.sub.2, 2.77, m,
CH.sub.2, 2,59, m, CH.sub.2, 1.88 ppm, s, CH.sub.3, is obtained as
an oil.
Example H22
2-Oxaspiro[4.5]decane-1.6,8-trione (compound H-E16)
[0202] A suspension of sodium hydride (55% in oil, 27.5 mmol) in 70
ml of anhydrous tetrahydrofuran is cooled to a temperature of
-20.degree. C., and a solution of 2-acylbutyrolactone (2.69 ml, 25
mmol) in 5 ml of tetrahydrofuran is subsequently added dropwise.
After the reaction mixture has been stirred for 1 hour at this
temperature, it is treated dropwise with a solution of methyl
acrylate (4.5 ml, 50 mmol) in tetrahydrofuran at a temperature of
-20.degree. C. The reaction mixture is subsequently allowed to warm
to room temperature and is stirred for 8 hours. The mixture is then
poured into ice-water and acidified with 2 N hydrochloric acid to
pH 1. After extraction with ethyl acetate, drying over sodium
sulfate and concentration in vacuo, the product is purified by
flash chromatography (eluent: ethyl acetate/acetic acid 1:1). This
gives 2-oxaspiro[4.5]decane-1,6,8-trione in the form of a white
powder of melting point 145-148.degree. C.
Example H23
Spiro[2.5]octane-4,6-dione (compound H-C1)
[0203] 3.4 g of sodium hydride (55% suspension in oil, 78.0 mmol)
were introduced into 1 l of tert-butanol and the mixture was
stirred for a few minutes at room temperature. Then,
2-acylbutyrolactone (100 g, 0.78 mol) is added and the reaction
mixture is treated with methyl acrylate (67.2 g, 0.78 mmol) over a
period of 3.5 hours at a temperature of approx. 30.degree. C. The
reaction mixture is taken up in diethyl ether and washed in
succession with 75 ml of saturated NaH.sub.2PO.sub.4 solution,
water and saturated sodium chloride solution, dried over sodium
sulfate and concentrated. This gives 162 g of methyl
3-(3-acetyl-2-oxotetrahydrof- uran-3-yl)propionate as colourless
oil, which can be reacted further without purification.
[0204] 2.0 g (9.3 mmol) of the above product and 2.1 g of sodium
iodide (14.0 mmol) are dissolved in 10 ml of 1
,3-dimethyl-2-imidazolidinone and the solution is heated for 3
hours at 210.degree. C. After cooling, the reaction mixture is
poured into dilute aqueous saturated NaH.sub.2PO.sub.4 solution and
extracted with diethyl ether, dried over sodium sulfate and
concentrated. This gives methyl 3-(1-acetylcyclopropyl)propionate
as a colourless oil.
[0205] 74.5 g of methyl 3-(1-acetylcyclopropyl)propionate (0.32
mol) are dissolved in 1 l of tetrahydrofuran and the solution is
treated portionwise with 14.3 g of sodium hydride (55% suspension
in oil, 0.32 mol) at room temperature. After 1 hour, the reaction
mixture is diluted with 200 ml of dimethylformamide and warmed to
70.degree. C. After 8 hours, tetrahydrofuran is removed in vacuo,
and the residue is poured into 2 N hydrochloric acid and extracted
with diethyl ether The organic phase is dried over sodium sulfate
and concentrated, and column chromatography over silica gel
(methylene chloride:ethanol 9:1 as eluent) gives
spiro[2.5]octane-4,6-dione in the form of white crystals of melting
point 116-118.degree. C.
Example H24
2-(4,6-Dimethoxypyrimidin-2-ylsulfanylmethyl)-6-trifluoromethyinicotinic
Acid (Compound A1088)
[0206] 2.0 g (7.89 mmol) of methyl
2-chloromethyl-6-trifluoromethyinicotin- ate (prepared analogously
to Heterocycles, 46, 129 (1997) by heating methyl
4-chloro-3-oxobutyrate and 4-amino-1,1 ,1-trifluorobut-3-en-2-one
in toluene in the presence of trifluoroacetic acid) are introduced
into 30 ml of acetonitrile and 1.63 9 (11.83 mmol) of K.sub.2CO3
and reacted with 1.49 g (8.67 mmol) of
4,6-dimethoxypyrimidin-2-thiol at room temperature. After 4 hours,
the mixture is poured into ethyl acetate/water, the ethyl acetate
phase is removed, and the aqueous phase is reextracted with ethyl
acetate. The combined ethyl acetate phases are dried over sodium
sulfate, concentrated and purified by recrystallization from ethyl
acetateihexane. This gives methyl 2-(4,6-dimethoxypyrimidin-2--
ylsulfanylmethyl)-6-trifluoromethylnicotinate in the form of white
crystals of melting point 123-124.degree. C.
[0207] Hydrolysis of the above esters (analogously to Example H1)
gives, accordingly,
2-(4,6-dimethoxypyrimidin-2-ylsulfanylmethyl)-6-trifluoromet-
hylnicotinic acid in the form of white crystals of melting point
157-158.degree. C. .sup.1H-NMR (CDCl.sub.3): 3.96, s, 6H; 3.99,s,
3H; 5.03, s, 2H; 5.72, s, 1H; 7.66,d (J, 8.1 Hz),1H; 8.40 ppm, d
(J, 8.1 Hz),1H.
Example H25
2-Cyanomethyl-6-trifluoromethylnicotinic acid (compound A1103)
[0208] 2.0 g (7.89 mmol) of methyl
2-chloromethyl-6-trifluoromethylnicotin- ate and 565 mg (8.67 mmol)
of potassium cyanide are reacted in 20 ml of acetonitrile/water
mixture (1:1) in the presence of 270 mg of tetrabutylammonium
hydrogen sulfate. After the reaction has ended, the mixture is
poured into water and extracted with ethyl acetate. After the ethyl
acetate phase has been dried over sodium sulfate and concentrated,
the crude product is purified by means of HPLC (ethyl acetate:
hexane as eluent). This gives 610 mg (32% of theory) of methyl
2-cyanomethyl-6-trifluoromethyinicotinate in the form of an oil.
.sup.1H-NMR (CDCl.sub.3): 3.96, s, 3H; 4.38, s, 2H; 7.72,d (J, 8.1
Hz),1H; 8.48 ppm, d (J, 8.1 Hz),1H.
[0209] Hydrolysis analogous to the methods already mentioned above
yields 2-cyanomethyl-6-trifluoromethyinicotinic acid in the form of
yellow crystals of melting point 152-153.degree. C. .sup.1H-NMR
(CDCl.sub.3): 4.18, s, 2H; 7.72,d (J, 8.1 Hz),1H; 8.52 ppm, d (J,
8.1 Hz), .sup.1H.
Example H26
3-(6-Difluoromethyl-2-methylpyridine-3-carbonyl)-2-hydroxy-1-methyl-4-oxoc-
yclohex-2-enecarboxylate (compound A124-B34)
[0210] 200 mg (0.516 mmol) of methyl
3-[6-(chlorodifluoromethyl)-2-methylp-
yridine-3-carbony1]-2-hydroxy-1-methyl-4-oxocyclohex-2-enecarboxylate
(compound A94-B34) is heated for 3 hours at a temperature of
120.degree. C. in 8 ml of toluene in the presence of 0.18 ml (0.62
mmol) tris(trimethylsilyl)silane. The viscous residue which remains
is chromatographed on silica gel. The pale yellow viscous oil which
is obtained by eluting with a mixture of toluene, ethyl alcohol,
dioxane, triethylamine and water (100:40:20:20:5 by volume) is
dissolved in dichloromethane and washed in succession with aqueous
hydrochloric acid and water. Evaporation of the organic solution
which has been dried with Na.sub.2SO.sub.4 yields 140 mg (73%) of
pure methyl
3-(6-difluoromethyl-2-methylpyridine-3-carbonyl)-2-hydroxy-1-methyl-4-oxo-
cyclohex-2-enecarboxylate in the form of a pale yellow oil.
.sup.1H-NMR (CDCl.sub.3): 1.28, s, 3H; 1.79-1.97, m, 1H; 2.39-2.46,
m,1H; 2.43, s, 3H; 2.69, dt (J, 19.2 and 4.8 Hz),1H; 2.82-2.92,
m,1H; 3.67, s, 3H; 6.55, t, (J, 55.5 Hz),1H; 7.43, d (J, 7.8 Hz),
1H; 7.49, d (J, 7.8 Hz), 1H; 17.20 ppm, br s, 1H.
Example H27
3-Hydroxy-2-(2-methyl-1-oxy-6-trifluoromethylpyridine-3-carbonyl)cyclohex--
2-enone (Compound A1210-B1)
[0211] 16.1 g (0.054 mol) of
3-hydroxy-2-(2-methyl-6-trifluoromethylpyridi-
ne-3-carbonyl)cyclohex-2-enone (Example A2-Bi) and 10.2 9 (0.11
mol) of urealhydrogen peroxide complex are dissolved in 150 ml of
methylene chloride, and 22.1 ml (0.162 mol) of trifluoroacetic
anhydride are subsequently added dropwise at a temperature of
25.degree. C. After the reaction mixture has been stirred for 14
hours at a temperature of 25.degree. C., it is poured into ethyl
acetate and water, and the organic phase is washed twice with
water, dried with sodium sulfate and concentrated. The residue is
chromatographed on silica gel (eluent: ethyl acetate/methanol 9/1).
This gives 2.4 g (14%) of the desired product in the form of white
crystals (m.p. 117-119.degree. C.). .sup.1H-NMR (d.sub.6-DMSO):
1.98, m, 2H; 2.30, s, 3H; 2.60, t (J, 7.25 Hz), 4H: 7.32, d (J, 9.8
Hz), 1H; 7.92 ppm, d (J, 9.8 Hz), 1H.
Example H28
2-(2-Methyl-6-trifluoromethylpyridine-3-carbonyl)-3-phenylsulfanylcyclohex-
-2-enone (Compound A2-B1102)
[0212] 4.0 g (0.0134 mol) of
3-hydroxy-2-(2-methyl-6-trifluoromethylpyridi-
ne-3-carbonyl)cyclohex-2-enone (compound A2-B1) are suspended in 25
ml of oxalyl chloride, and 0.1 ml of dimethylformamide is
subsequently added dropwise. After the vigorous evolution of gas
has ceased, the mixture is held for 1.5 hours at a bath temperature
of 45.degree. C. and subsequently concentrated, and the residue
(3-chloro-2-(2-methyl-6-triflu-
oromethylpyridine-3-carbonyl)-cyclohex-2-enone) is dissolved in 60
ml of methylene chloride. Triethylamine (3.7 ml, 0.0268 mol),
dimethylaminopyridine (160 mg, 1.34 mmol) and 1.5 ml (0.0147 mol)
of thiophenol are added at a temperature of 0-5.degree. C. After 20
hours at a temperature of 22.degree. C., the reaction mixture is
concentrated and purified on silica gel (hexane/ethyl acetate 5:1).
Trituration in hexane gives pure
2-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)-3-phenylsulf-
anylcyclohex-2-enone in the form of white crystals of melting point
124-125.degree. C. .sup.1H-NMR (CDCl.sub.3): 1.99, m, 2H; 2.41, m
4H; 2.80, s, 3H; 2.60: 7.40-7.60, m, 6H; 7.80 ppm, d (J, 8.2
Hz),1H.
Example H29
3-Benzenesulfonyl-2-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)cyclohe-
x-2-enone (compound A2-B1 104):
[0213] 0.8 g (0.00204 mol) of the
2-(2-methyl-6-trifluoromethylpyridine-3--
carbonyl)-3-phenylsulfanylcyclohex-2-enone obtained above is
dissolved in 30 ml of methylene chloride, and 1.39 ml of peracetic
acid (39% in acetic acid, 0.00816 mol) are subsequently added
dropwise at a temperature of 25.degree. C. After 4 hours at 250C,
the reaction mixture is poured into ethyl acetate and water, the
organic phase is washed with water, dried with sodium sulfate and
concentrated, and the residue is triturated with a small amount of
hexane and ethyl acetate. Filtration gives 0.72 g (84% of theory)
of 3-benzenesulfonyl-2-(2-methyl-6-trifluoromethyl-pyridine-3--
carbonyl)cyclohex-2-enone in the form of white crystals of melting
point 165-167.degree. C..sup.1H-NMR (CDCl.sub.3): 2.30, m, 2H;
2.55, t (J, 7 Hz), 2H; 2.71, m, 2H; 3.05, s, 3H; : 7.40-7.80, m,
4H; 7.80-8.05 ppm, m, 3H.
Example H30
6-Difluoromethyl-2-methvinicotinic Acid (Compound A124)
[0214] 6.19 (0.026 mol) of methyl
6-(chlorodifluoromethyl)-2-methylnicotin- ate (prepared analogously
to Heterocycles, 46, 129 (1997) by heating methyl 3-oxobutyrate and
4-amino-1-chloro-1,1-difluorobut-3-en-2-one in toluene in the
presence of trifluoroacetic acid) is heated at a temperature of
120.degree. C. in the presence of 430 mg (0.26 mol) of
tris(trimethylsilyl)silane in 150 ml of toluene. After 1.5 hours,
the reaction mixture is concentrated and purified on silica gel
(hexane/ethyl acetate 13:1). This gives 3.8 g (73% of theory) of
methyl 6-difluoromethyl-2-methyinicotinate as colourless oil.
[0215] Hydrolysis of the above esters (analogously to Example H1)
gives, accordingly, 6-difluoromethyl-2-methyinicotinic acid in the
form of white crystals of melting point 135-136.degree. C.
.sup.1H-NMR (CDCl.sub.3): 2.68, s, 3H; 6.583, t (J, 55.2 Hz), 1H;:
7.54, d (J, 8.1 Hz), 1H; 7.54 ppm, d (J, 8.1 Hz), 1H.
Example H31
6-(Chlorodifluoromethyl)-2-methvinicotinic acid (compound
A-94):
[0216] 5.0 g (18.62 mmol) of methyl
2-methyl-6-trichloromethyinicotinate (prepared analogously to
Heterocycles, 46, 129 (1997)) are cooled to a temperature of
-40.degree. C. in a pressurized container, and 35 g (1.75 mol) of
distilled hydrofluoric acid are subsequently passed in at this
temperature. The mixture is heated for 10 hours at 200.degree. C.
(pressure approx. 55 bar). After cooling, the pressure is released
using a gas-washing system, HF is removed by suction, and the
reaction mixture is poured into ethyl acetatefice. The ethyl
acetate phase is separated off, and the aqueous phase is
reextracted using ethyl acetate. The combined ethyl acetate phases
are washed with water, dried over sodium sulfate and concentrated,
and the residue is triturated with a small amount of hexane and
ethyl acetate. Filtration gives 2.2 g (53% of theory) of
6-chlorodifluoromethyl-2-methyinicotinic acid as pale green
crystals of melting point 134-135.degree. C.
[0217] .sup.1H-NMR (CDCl.sub.3): 2.987, s, 3H; 7.64,d (J, 8.1 Hz),
1H; 8.513 ppm, d (J, 8.1 Hz), 1H.
Example H32
2-f2-(4,6-Dimethoxypyrimidine-2-sulfonylmethyl)-6-trifluoromethylpyridine--
3-carbonyl]-3-hydroxycyclohex-2-enone (Compound A1090-Bt )
[0218] 100 mg of
2-[2-(4,6-dimethoxypyrimidin-2-yisulfanylmethyl)-6-triflu-
oromethylpyridine-3-carbonyl]-3-hydroxycyclohex-2-enone (compound
A1088-B1) are dissolved in methylene chloride, and 0.3 ml of
peracetic acid (39% in acetic acid) is subsequently added dropwise
at a temperature of 25.degree. C. After 15 hours at 25.degree. C.,
the reaction mixture is poured into ethyl acetate and water, and
the organic phase is washed with water, dried with sodium sulfate
and concentrated. This gives 95 mg of
2-[2-(4,6-dimethoxypyrimidine-2-sulfonylmethyl)-6-trifluoromethylpyridine-
-3-carbonyl]-3-hydroxycyclohex-2-enone in the form of a resin.
.sup.1H-NMR (CDCl.sub.3): 3.79, s, 6H; 3.91, s, 3H; 4.99, s, 2H;
6.09, s, 1H; 7.52, d (J, 9 Hz),1H; 7.68 ppm, d (J, 9 Hz),1H.
[0219] In the tables which follow, Ph is the phenyl group and CC an
ethyne group.
1TABLE 1 Compounds of the formula XVId: 41 Comp. No. R.sub.2
R.sub.3 R.sub.4 R.sub.5 p A1 H H H CF.sub.3 0 A2 CH.sub.3 H H
CF.sub.3 0 A3 CH.sub.3CH.sub.2 H H CF.sub.3 0 A4 (CH.sub.3).sub.2CH
H H CF.sub.3 0 A5 (CH.sub.3).sub.3C H H CF.sub.3 0 A6 cyclopropyl H
H CF.sub.3 0 A7 CH.sub.3(CH.sub.2).sub.2 H H CF.sub.3 0 A8
CH.sub.3OCH.sub.2 H H CF.sub.3 0 A9 CH.sub.3O(CH.sub.2).sub.2 H H
CF.sub.3 0 A10 Ph H H CF.sub.3 0 A11 PhO H H CF.sub.3 0 A12 PhS H H
CF.sub.3 0 A13 PhSO H H CF.sub.3 0 A14 PhSO.sub.2 H H CF.sub.3 0
A15 CH.sub.3S H H CF.sub.3 0 A16 CH.sub.3SO H H CF.sub.3 0 A17
CF.sub.3 H H CF.sub.3 0 A18 F.sub.2CH H H CF.sub.3 0 A19 HCC H H
CF.sub.3 0 A20 CH.sub.3CC H H CF.sub.3 0 A21 CH.sub.2.dbd.CH H H
CF.sub.3 0 A22 CH.sub.2.dbd.CHCH.sub.2 H H CF.sub.3 0 A23
CH.sub.3SO.sub.2N(CH.sub.3) H H CF.sub.3 0 A24 (CH.sub.3).sub.2N H
H CF.sub.3 0 A25 (CH.sub.3).sub.2NSO.sub.2 H H CF.sub.3 0 A26
ClCH.sub.2 H H CF.sub.3 0 A27 CH.sub.3SCH.sub.2 H H CF.sub.3 0 A28
CH.sub.3SOCH.sub.2 H H CF.sub.3 0 A29 CH.sub.3SO.sub.2CH.sub.2 H H
CF.sub.3 0 A30 [1.2.4]-triazol-1-ylmethyl H H CF.sub.3 0 A31
CH.sub.3 CF.sub.3 H CH.sub.3 0 A32 CH.sub.3 CH.sub.3 H CF.sub.3 0
A33 H H H CF.sub.3CF.sub.2 0 A34 CH.sub.3 H H CF.sub.3CF.sub.2 0
A35 CH.sub.3CH.sub.2 H H CF.sub.3CF.sub.2 0 A36 cyclopropyl H H
CF.sub.3CF.sub.2 0 A37 (CH.sub.3).sub.3C H H CF.sub.3CF.sub.2 0 A38
(CH.sub.3).sub.2CH H H CF.sub.3CF.sub.2 0 A39
CH.sub.3(CH.sub.2).sub.2 H H CF.sub.3CF.sub.2 0 A40
CH.sub.3OCH.sub.2 H H CF.sub.3CF.sub.2 0 A41
CH.sub.3O(CH.sub.2).sub.2 H H CF.sub.3CF.sub.2 0 A42 Ph H H
CF.sub.3CF.sub.2 0 A43 PhO H H CF.sub.3CF.sub.2 0 A44 PhS H H
CF.sub.3CF.sub.2 0 A45 PhSO H H CF.sub.3CF.sub.2 0 A46 PhSO.sub.2 H
H CF.sub.3CF.sub.2 0 A47 CH.sub.3S H H CF.sub.3CF.sub.2 0 A48
CH.sub.3SO H H CF.sub.3CF.sub.2 0 A49 CF.sub.3 H H CF.sub.3CF.sub.2
0 A50 F.sub.2CH H H CF.sub.3CF.sub.2 0 A51 HCC H H CF.sub.3CF.sub.2
0 A52 CH.sub.3CC H H CF.sub.3CF.sub.2 0 A53 CH.sub.2.dbd.CH H H
CF.sub.3CF.sub.2 0 A54 CH.sub.2.dbd.CHCH.sub.2 H H CF.sub.3CF.sub.2
0 A55 CH.sub.3SO.sub.2N(CH.sub.3) H H CF.sub.3CF.sub.2 0 A56
(CH.sub.3).sub.2N H H CF.sub.3CF.sub.2 0 A57
(CH.sub.3).sub.2NSO.sub.2 H H CF.sub.3CF.sub.2 0 A58 ClCH.sub.2 H H
CF.sub.3CF.sub.2 0 A59 CH.sub.3SCH.sub.2 H H CF.sub.3CF.sub.2 0 A60
CH.sub.3SOCH.sub.2 H H CF.sub.3CF.sub.2 0 A61
CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.3CF.sub.2 0 A62
[1.2.4]-triazol-1-ylmethyl H H CF.sub.3CF.sub.2 0 A63 H H H
CF.sub.3CF.sub.2CF.sub.2 0 A64 CH.sub.3 H H
CF.sub.3CF.sub.2CF.sub.2 0 A65 CH.sub.3CH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A66 cyclopropyl H H
CF.sub.3CF.sub.2CF.sub.2 0 A67 (CH.sub.3).sub.3C H H
CF.sub.3CF.sub.2CF.sub.2 0 A68 (CH.sub.3).sub.2CH H H
CF.sub.3CF.sub.2CF.sub.2 0 A69 CH.sub.3(CH.sub.2).sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A70 CH.sub.3OCH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A71 CH.sub.3O(CH.sub.2).sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A72 Ph H H CF.sub.3CF.sub.2CF.sub.2 0
A73 PhO H H CF.sub.3CF.sub.2CF.sub.2 0 A74 PhS H H
CF.sub.3CF.sub.2CF.sub.2 0 A75 PhSO H H CF.sub.3CF.sub.2CF.sub.2 0
A76 PhSO.sub.2 H H CF.sub.3CF.sub.2CF.sub.2 0 A77 CH.sub.3S H H
CF.sub.3CF.sub.2CF.sub.2 0 A78 CH.sub.3SO H H
CF.sub.3CF.sub.2CF.sub.2 0 A79 CF.sub.3 H H
CF.sub.3CF.sub.2CF.sub.2 0 A80 F.sub.2CH H H
CF.sub.3CF.sub.2CF.sub.2 0 A81 HCC H H CF.sub.3CF.sub.2CF.sub.2 0
A82 CH.sub.3OO H H CF.sub.3CF.sub.2CF.sub.2 0 A83 CH.sub.2.dbd.CH H
H CF.sub.3CF.sub.2CF.sub.2 0 A84 CH.sub.2.dbd.CHCH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A85 CH.sub.3SO.sub.2N(CH.sub.3) H H
CF.sub.3CF.sub.2CF.sub.2 0 A86 (CH.sub.3).sub.2N H H
CF.sub.3CF.sub.2CF.sub.2 0 A87 (CH.sub.3).sub.2NSO.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A88 ClCH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A89 CH.sub.3SCH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A90 CH.sub.3SOCH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A91 CH.sub.3SO.sub.2CH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 0 A92 [1.2.4]-triazol-1-ylmethyl H H
CF.sub.3CF.sub.2CF.sub.2 0 A93 H H H CF.sub.2Cl 0 A94 CH.sub.3 H H
CF.sub.2Cl 0 A95 CH.sub.3CH.sub.2 H H CF.sub.2Cl 0 A96 cyclopropyl
H H CF.sub.2Cl 0 A97 (CH.sub.3).sub.3C H H CF.sub.2Cl 0 A98
(CH.sub.3).sub.2CH H H CF.sub.2Cl 0 A99 CH.sub.3(CH.sub.2).sub.2 H
H CF.sub.2Cl 0 A100 CH.sub.3OCH.sub.2 H H CF.sub.2Cl 0 A101
CH.sub.3O(CH.sub.2).sub.2 H H CF.sub.2Cl 0 A102 Ph H H CF.sub.2Cl 0
A103 PhO H H CF.sub.2Cl 0 A104 PhS H H CF.sub.2Cl 0 A105 PhSO H H
CF.sub.2Cl 0 A106 PhSO.sub.2 H H CF.sub.2Cl 0 A107 CH.sub.3S H H
CF.sub.2Cl 0 A108 CH.sub.3SO H H CF.sub.2Cl 0 A109 CF.sub.3 H H
CF.sub.2Cl 0 A110 F.sub.2CH H H CF.sub.2Cl 0 A111 HCC H H
CF.sub.2Cl 0 A112 CH.sub.3CC H H CF.sub.2Cl 0 A113 CH.sub.2.dbd.CH
H H CF.sub.2Cl 0 A114 CH.sub.2.dbd.CHCH.sub.2 H H CF.sub.2Cl 0 A115
CH.sub.3SO.sub.2N(CH.sub.3) H H CF.sub.2Cl 0 A116 (CH.sub.3).sub.2N
H H CF.sub.2Cl 0 A117 (CH.sub.3).sub.2NSO.sub.2 H H CF.sub.2Cl 0
A118 ClCH.sub.2 H H CF.sub.2Cl 0 A119 CH.sub.3SCH.sub.2 H H
CF.sub.2Cl 0 A120 CH.sub.3SOCH.sub.2 H H CF.sub.2Cl 0 A121
CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.2Cl 0 A122
[1.2.4]-triazol-t-ylmethyl H H CF.sub.2Cl 0 A123 H H H CHF.sub.2 0
A124 CH.sub.3 H H CHF.sub.2 0 A125 CH.sub.3CH.sub.2 H H CHF.sub.2 Q
A126 cyclopropyl H H CHF.sub.2 0 A127 (CH.sub.3).sub.3C H H
CHF.sub.2 0 A128 (CH.sub.3).sub.2CH H H CHF.sub.2 0 A129
CH.sub.3(CH.sub.2).sub.2 H H CHF.sub.2 0 A130 CH.sub.3OCH.sub.2 H H
CHF.sub.2 0 A131 CH.sub.3O(CH.sub.2).sub.2 H H CHF.sub.2 0 A132 Ph
H H CHF.sub.2 0 A133 PhO H H CHF.sub.2 0 A134 PhS H H CHF.sub.2 0
A135 PhSO H H CHF.sub.2 0 A136 PhSO.sub.2 H H CHF.sub.2 0 A137
CH.sub.3S H H CHF.sub.2 0 A138 CH.sub.3SO H H CHF.sub.2 0 A139
CF.sub.3 H H CHF.sub.2 0 A140 F.sub.2CH H H CHF.sub.2 0 A141 HCC H
H CHF.sub.2 0 A142 CH.sub.3CC H H CHF.sub.2 0 A143 CH.sub.2.dbd.CH
H H CHF.sub.2 0 A144 CH.sub.2.dbd.CHCH.sub.2 H H CHF.sub.2 0 A145
CH.sub.3SO.sub.2N(CH.sub.3) H H CHF.sub.2 0 A146 (CH.sub.3).sub.2N
H H CHF.sub.2 0 A147 (CH.sub.3).sub.2NSO.sub.2 H H CHF.sub.2 0 A148
ClCH.sub.2 H H CHF.sub.2 0 A149 CH.sub.3SCH.sub.2 H H CHF.sub.2 0
A150 CH.sub.3SOCH.sub.2 H H CHF.sub.2 0 A151
CH.sub.3SO.sub.2CH.sub.2 H H CHF.sub.2 0 A152
[1.2.4]-triazol-1-ylmethyl H H CHF.sub.2 0 A153 H H H CCl.sub.3 0
A154 CH.sub.3 H H CCl.sub.3 0 A155 CH.sub.3CH.sub.2 H H CCl.sub.3 0
A156 cyolopropyl H H CCl.sub.3 0 A157 (CH.sub.3).sub.3C H H
CCl.sub.3 0 A158 (CH.sub.3).sub.2CH H H CCl.sub.3 0 A159
CH.sub.3(CH.sub.2).sub.2 H H CCl.sub.3 0 A160 CH.sub.3OCH.sub.2 H H
CCl.sub.3 0 A161 CH.sub.3O(CH.sub.2).sub.2 H H CCl.sub.3 0 A162 Ph
H H CCl.sub.3 0 A163 PhO H H CCl.sub.3 0 A164 PhS H H CCl.sub.3 0
A165 PhSO H H CCl.sub.3 0 A166 PhSO.sub.2 H H CCl.sub.3 0 A167
CH.sub.3S H H CCl.sub.3 0 A168 CH.sub.3SO H H CCl.sub.3 0 A169
CF.sub.3 H H CCl.sub.3 0 A170 F.sub.2CH H H CCl.sub.3 0 A171 HCC H
H CCl.sub.3 0 A172 CH.sub.3CC H H CCl.sub.3 0 A173 CH.sub.2.dbd.CH
H H CCl.sub.3 0 A174 CH.sub.2.dbd.CHCH.sub.2 H H CCl.sub.3 0 A175
CH.sub.3SO.sub.2N(CH.sub.3) H H CCl.sub.3 0 A176 (CH.sub.3).sub.2N
H H CCl.sub.3 0 A177 (CH.sub.3).sub.2NSO.sub.2 H H CCl.sub.3 0 A178
ClCH.sub.2 H H CCl.sub.3 0 A179 CH.sub.3SCH.sub.2 H H CCl.sub.3 0
A180 CH.sub.3SOCH.sub.2 H H CCl.sub.3 0 A181
CH.sub.3SO.sub.2CH.sub.2 H H CCl.sub.3 0 A182
[1.2.4]-triazol-l-ylmethyl H H CCl.sub.3 0 A183 H H CH.sub.3
CF.sub.3 0 A184 CH.sub.3 H CH.sub.3 CF.sub.3 0 A185
CH.sub.3CH.sub.2 H CH.sub.3 CF.sub.3 0 A186 cyclopropyl H CH.sub.3
CF.sub.3 0 A187 (CH.sub.3).sub.3C H CH.sub.3 CF.sub.3 0 A188
(CH.sub.3).sub.2CH H CH.sub.3 CF.sub.3 0 A189
CH.sub.3(CH.sub.2).sub.2 H CH.sub.3 CF.sub.3 0 A190
CH.sub.3OCH.sub.2 H CH.sub.3 CF.sub.3 0 A191
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CF.sub.3 0 A192 Ph H CH.sub.3
CF.sub.3 0 A193 PhO H CH.sub.3 CF.sub.3 0 A194 PhS H CH.sub.3
CF.sub.3 0 A195 PhSO H CH.sub.3 CF.sub.3 0 A196 PhSO.sub.2 H
CH.sub.3 CF.sub.3 0 A197 CH.sub.3S H CH.sub.3 CF.sub.3 0 A198
CH.sub.3SO H CH.sub.3 CF.sub.3 0 A199 CF.sub.3 H CH.sub.3 CF.sub.3
0 A200 F.sub.2CH H CH.sub.3 CF.sub.3 0 A201 HCC H CH.sub.3 CF.sub.3
0 A202 CH.sub.3CC H CH.sub.3 CF.sub.3 0 A203 CH.sub.2.dbd.CH H
CH.sub.3 CF.sub.3 0 A204 CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3
CF.sub.3 0 A205 CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3 CF.sub.3 0
A206 (CH.sub.3).sub.2N H CH.sub.3 CF.sub.3 0 A207
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CF.sub.3 0 A208 ClCH.sub.2 H
CH.sub.3 CF.sub.3 0 A209 CH.sub.3SCH.sub.2 H CH.sub.3 CF.sub.3 0
A210 CH.sub.3SOCH.sub.2 H CH.sub.3 CF.sub.3 0 A211
CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CF.sub.3 0 A212 H H CH.sub.3
CF.sub.3CF.sub.2 0 A213 CH.sub.3 H CH.sub.3 CF.sub.3CF.sub.2 0 A214
CH.sub.3CH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 0 A215 cyclopropyl H
CH.sub.3 CF.sub.3CF.sub.2 0 A216 (CH.sub.3).sub.3C H CH.sub.3
CF.sub.3CF.sub.2 0 A217 (CH.sub.3).sub.2CH H CH.sub.3
CF.sub.3CF.sub.2 0 A218 CH.sub.3(CH.sub.2).sub.2 H CH.sub.3
CF.sub.3CF.sub.2 0 A219 CH.sub.3OCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2 0 A220 CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3
CF.sub.3CF.sub.2 0 A221 Ph H CH.sub.3 CF.sub.3CF.sub.2 0 A222 PhO H
CH.sub.3 CF.sub.3CF.sub.2 0 A223 PhS H CH.sub.3 CF.sub.3CF.sub.2 0
A224 PhSO H CH.sub.3 CF.sub.3CF.sub.2 0 A225 PhSO.sub.2 H CH.sub.3
CF.sub.3CF.sub.2 0 A226 CH.sub.3S H CH.sub.3 CF.sub.3CF.sub.2 0
A227 CH.sub.3SO H CH.sub.3 CF.sub.3CF.sub.2 0 A228 CF.sub.3 H
CH.sub.3 CF.sub.3CF.sub.2 0 A229 F.sub.2CH H CH.sub.3
CF.sub.3CF.sub.2 0 A230 HCC H CH.sub.3 CF.sub.3CF.sub.2 0 A231
CH.sub.3CC H CH.sub.3 CF.sub.3CF.sub.2 0 A232 CH.sub.2.dbd.CH H
CH.sub.3 CF.sub.3CF.sub.2 0 A233 CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2 0 A234 CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3
CF.sub.3CF.sub.2 0 A235 (CH.sub.3).sub.2N H CH.sub.3
CF.sub.3CF.sub.2 0 A236 (CH.sub.3).sub.2NSO.sub.2 H CH.sub.3
CF.sub.3CF.sub.2 0 A237 ClCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 0
A238 CH.sub.3SCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 0 A239
CH.sub.3SOCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 0 A240
CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 0 A241 H H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A242 CH.sub.3 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A243 CH.sub.3CH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A244 cyclopropyl H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A245 (CH.sub.3).sub.3C H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A246 (CH.sub.3).sub.2CH H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A247 CH.sub.3(CH.sub.2).sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A248 CH.sub.3OCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A249 CH.sub.3(CH.sub.2).sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A250 Ph H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A251 PhO H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A252 PhS H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A253 PhSO H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A254 PhSO.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A255 CH.sub.3S H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A256 CH.sub.3SO H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A257 CF.sub.3 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A258 F.sub.2CH H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A259 HCC H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 P260 CH.sub.3CC H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A261 CH.sub.2.dbd.CH H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A262 CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A263 CH.sub.3SO.sub.2N(CH.sub.3) H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A264 (CH.sub.3).sub.2N H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A265 (CH.sub.3).sub.2NSO.sub.2
H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A266 ClCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A267 CH.sub.3SCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A268 CH.sub.3SOCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A269 CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A270 H H CH.sub.3 CF.sub.2Cl 0 A271
CH.sub.3 H CH.sub.3 CF.sub.2Cl 0 A272 CH.sub.3CH.sub.2 H CH.sub.3
CF.sub.2Cl 0 A273 cyclopropyl H CH.sub.3 CF.sub.2Cl 0 A274
(CH.sub.3).sub.3C H CH.sub.3 CF.sub.2Cl 0 A275 (CH.sub.3).sub.2CH H
CH.sub.3 CF.sub.2Cl 0 A276 CH.sub.3(CH.sub.2).sub.2 H CH.sub.3
CF.sub.2Cl 0 A277 CH.sub.3OCH.sub.2 H CH.sub.3 CF.sub.2Cl 0 A278
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CF.sub.2Cl 0 A279 Ph H
CH.sub.3 CF.sub.2Cl 0 A280 PhO H CH.sub.3 CF.sub.2Cl 0 A281 PhS H
CH.sub.3 CF.sub.2Cl 0 A282 PhSO H CH.sub.3 CF.sub.2Cl 0 A283
PhSO.sub.2 H CH.sub.3 CF.sub.2Cl 0 A284 CH.sub.3S H CH.sub.3
CF.sub.2Cl 0 A285 CH.sub.3SO H CH.sub.3 CF.sub.2Cl 0 A286 CF.sub.3
H CH.sub.3 CF.sub.2Cl 0 A287 F.sub.2CH H CH.sub.3 CF.sub.2Cl 0 A288
HCC H CH.sub.3 CF.sub.2Cl 0 A289 CH.sub.3CC H CH.sub.3 CF.sub.2Cl 0
A290 CH.sub.2.dbd.CH H CH.sub.3 CF.sub.2Cl 0 A291 CH.sub.250
CHCH.sub.2 H CH.sub.3 CF.sub.2Cl 0 A292 CH.sub.3SO.sub.2N(CH.sub.3)
H CH.sub.3 CF.sub.2Cl 0 A293 (CH.sub.3).sub.2N H CH.sub.3
CF.sub.2Cl 0 A294 (CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CF.sub.2Cl 0
A295 ClCH.sub.2 H CH.sub.3 CF.sub.2Cl 0 A296 CH.sub.3SCH.sub.2 H
CH.sub.3 CF.sub.2Cl 0 A297 CH.sub.3SOCH.sub.2 H CH.sub.3 CF.sub.2Cl
0 A298 CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CF.sub.2Cl 0 A299 H H
CH.sub.3 CHF.sub.2 0 A300 CH.sub.3 H CH.sub.3 CHF.sub.2 0 A301
CH.sub.3CH.sub.2 H CH.sub.3 CHF.sub.2 0 A302 cyclopropyl H CH.sub.3
CHF.sub.2 0 A303 (CH.sub.3).sub.3C H CH.sub.3 CHF.sub.2 0 A304
(CH.sub.3).sub.2CH H CH.sub.3 CHF.sub.2 0 A305
CH.sub.3(CH.sub.2).sub.2 H CH.sub.3 CHF.sub.2 0 A306
CH.sub.3OCH.sub.2 H CH.sub.3 CHF.sub.2 0 A307
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CHF.sub.2 0 A308 Ph H CH.sub.3
CHF.sub.2 0 A309 PhO H CH.sub.3 CHF.sub.2 0 A310 PhS H CH.sub.3
CHF.sub.2 0 A311 PhSO H CH.sub.3 CHF.sub.2 0 A312 PhSO.sub.2 H
CH.sub.3 CHF.sub.2 0 A313 CH.sub.3S H CH.sub.3 CHF.sub.2 0 A314
CH.sub.3SO H CH.sub.3 CHF.sub.2 0 A315 CF.sub.3 H CH.sub.3
CHF.sub.2 0 A316 F.sub.2CH H CH.sub.3 CHF.sub.2 0 A317 HCC H
CH.sub.3 CHF.sub.2 0 A318 CH.sub.3CC H CH.sub.3 CHF.sub.2 0 A319
CH.sub.2.dbd.CH H CH.sub.3 CHF.sub.2 0 A320 CH.sub.250 CHCH.sub.2 H
CH.sub.3 CHF.sub.2 0 A321 CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3
CHF.sub.2 0 A322 (CH.sub.3).sub.2N H CH.sub.3 CHF.sub.2 0 A323
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CHF.sub.2 0 A324 ClCH.sub.2 H
CH.sub.3 CHF.sub.2 0 A325 CH.sub.3SCH.sub.2 H CH.sub.3 CHF.sub.2 0
A326 CH.sub.3SOCH.sub.2 H CH.sub.3 CHF.sub.2 0 A327
CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CCl.sub.3 0 A328 H H CH.sub.3
CCl.sub.3 0 A329 CH.sub.3 H CH.sub.3 CCl.sub.3 0 A330
CH.sub.3CH.sub.2 H CH.sub.3 CCl.sub.3 0 A331 (CH.sub.3).sub.3C H
CH.sub.3 CCl.sub.3 0 A332 (CH.sub.3).sub.2CH H CH.sub.3 CCl.sub.3 0
A333 cyclopropyl H CH.sub.3 CCl.sub.3 0 A334
CH.sub.3(CH.sub.2).sub.2 H CH.sub.3 CCl.sub.3 0 A335
CH.sub.3OCH.sub.2 H CH.sub.3 CCl.sub.3 0 A336
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CCl.sub.3 0 A337 Ph H CH.sub.3
CCl.sub.3 0 A338 PhO H CH.sub.3 CCl.sub.3 0 A339 PbS H CH.sub.3
CCl.sub.3 0 A340 PhSO H CH.sub.3 CCl.sub.3 0 A341 PhSO.sub.2 H
CH.sub.3 CCl.sub.3 0 A342 CH.sub.3S H CH.sub.3 CCl.sub.3 0 A343
CH.sub.3SO H CH.sub.3 CCl.sub.3 0 A344
CF.sub.3 H CH.sub.3 CCl.sub.3 0 A345 F.sub.2CH H CH.sub.3 CCl.sub.3
0 A346 HCC H CH.sub.3 CCl.sub.3 0 A347 CH.sub.3CC H CH.sub.3
CCl.sub.3 0 A348 CH.sub.2.dbd.CH H CH.sub.3 CCl.sub.3 0 A349
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 CCl.sub.3 0 A350
CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3 CCl.sub.3 0 A351
(CH.sub.3).sub.2N H CH.sub.3 CCl.sub.3 0 A352
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CCl.sub.3 0 A353 ClCH.sub.2 H
CH.sub.3 CCl.sub.3 0 A354 CH.sub.3SCH.sub.2 H CH.sub.3 CCl.sub.3 0
A355 CH.sub.3SOCH.sub.2 H CH.sub.3 CCl.sub.3 0 A356
CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CCl.sub.3 0 A357 H H Ph
CF.sub.3 0 A358 CH.sub.3 H Ph CF.sub.3 0 A359 CH.sub.3CH.sub.2 H Ph
CF.sub.3 0 A360 cyclopropyl H Ph CF.sub.3 0 A361 (CH.sub.3).sub.3C
H Ph CF.sub.3 0 A362 (CH.sub.3).sub.2CH H Ph CF.sub.3 0 A363
CH.sub.3(CH.sub.2).sub.2 H Ph CF.sub.3 0 A364 CH.sub.3OCH.sub.2 H
Ph CF.sub.3 0 A365 CH.sub.3O(CH.sub.2).sub.2 H Ph CF.sub.3 0 A366
Ph H Ph CF.sub.3 0 A367 PhO H Ph CF.sub.3 0 A368 PhS H Ph CF.sub.3
0 A369 PhSO H Ph CF.sub.3 0 A370 PhSO.sub.2 H Ph CF.sub.3 0 A371
CH.sub.3S H Ph CF.sub.3 0 A372 CH.sub.3SO H Ph CF.sub.3 0 A373
CF.sub.3 H Ph CF.sub.3 0 A374 F.sub.2CH H Ph CF.sub.3 0 A375 HCC H
Ph CF.sub.3 0 A376 CH.sub.3CC H Ph CF.sub.3 0 A377 CH.sub.2.dbd.CH
H Ph CF.sub.3 0 A378 CH.sub.2.dbd.CHCH.sub.2 H Ph CF.sub.3 0 A379
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CF.sub.3 0 A380 (CH.sub.3).sub.2N
H Ph CF.sub.3 0 A381 (CH.sub.3).sub.2NSO.sub.2 H Ph CF.sub.3 0 A382
ClCH.sub.2 H Ph CF.sub.3 0 A383 CH.sub.3SCH.sub.2 H Ph CF.sub.3 0
A384 CH.sub.3SOCH.sub.2 H Ph CF.sub.3 0 A385
CH.sub.3SO.sub.2CH.sub.2 H Ph CF.sub.3 0 A386 H H Ph
CF.sub.3CF.sub.2 0 A387 CH.sub.3 H Ph CF.sub.3CF.sub.2 0 A388
CH.sub.3CH.sub.2 H Ph CF.sub.3CF.sub.2 0 A389 cyclopropyl H Ph
CF.sub.3CF.sub.2 0 A390 (CH.sub.3).sub.3C H Ph CF.sub.3CF.sub.2 0
A391 (CH.sub.3).sub.2CH H Ph CF.sub.3CF.sub.2 0 A392
CH.sub.3(CH.sub.2).sub.2 H Ph CF.sub.3CF.sub.2 0 A393
CH.sub.3OCH.sub.2 H Ph CF.sub.3CF.sub.2 0 A394
CH.sub.3O(CH.sub.2).sub.2 H Ph CF.sub.3CF.sub.2 0 A395 Ph H Ph
CF.sub.3CF.sub.2 0 A396 PhO H Ph CF.sub.3CF.sub.2 0 A397 PhS H Ph
CF.sub.3CF.sub.2 0 A398 PhSO H Ph CF.sub.3CF.sub.2 0 A399
PhSO.sub.2 H Ph CF.sub.3CF.sub.2 0 A400 CH.sub.3S H Ph
CF.sub.3CF.sub.2 0 A401 CH.sub.3SO H Ph CF.sub.3CF.sub.2 0 A402
CF.sub.3 H Ph CF.sub.3CF.sub.2 0 A403 F.sub.2CH H Ph
CF.sub.3CF.sub.2 0 A404 HCC H Ph CF.sub.3CF.sub.2 0 A405 CH.sub.3CC
H Ph CF.sub.3CF.sub.2 0 A406 CH.sub.2.dbd.CH H Ph CF.sub.3CF.sub.2
0 A407 CH.sub.2.dbd.CHCH.sub.2 H Ph CF.sub.3CF.sub.2 0 A408
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CF.sub.3CF.sub.2 0 A409
(CH.sub.3).sub.2N H Ph CF.sub.3CF.sub.2 0 A410
(CH.sub.3).sub.2NSO.sub.2 H Ph CF.sub.3CF.sub.2 0 A411 ClCH.sub.2 H
Ph CF.sub.3CF.sub.2 0 A412 CH.sub.3SCH.sub.2 H Ph CF.sub.3CF.sub.2
0 A413 CH.sub.3SOCH.sub.2 H Ph CF.sub.3CF.sub.2 0 A414
CH.sub.3SO.sub.2CH.sub.2 H Ph CF.sub.3CF.sub.2 0 A415 H H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A416 CH.sub.3 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A417 CH.sub.3CH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A418 cyclopropyl H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A419 (CH.sub.3).sub.3C H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A420 (CH.sub.3).sub.2CH H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A421 CH.sub.3(CH.sub.2).sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A422 CH.sub.3OCH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A423 CH.sub.3O(CH.sub.2).sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A424 Ph H Ph CF.sub.3CF.sub.2CF.sub.2 0
A425 PhO H Ph CF.sub.3CF.sub.2CF.sub.2 0 A426 PhS H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A427 PhSO H Ph CF.sub.3CF.sub.2CF.sub.2
0 A428 PhSO.sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 0 A429 CH.sub.3S H
Ph CF.sub.3CF.sub.2CF.sub.2 0 A430 CH.sub.3SO H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A431 CF.sub.3 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A432 F.sub.2CH H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A433 HCC H Ph CF.sub.3CF.sub.2CF.sub.2 0
A434 CH.sub.3CC H Ph CF.sub.3CF.sub.2CF.sub.2 0 A435
CH.sub.2.dbd.CH H Ph CF.sub.3CF.sub.2CF.sub.2 0 A436
CH.sub.2.dbd.CHCH.sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 0 A437
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CF.sub.3CF.sub.2CF.sub.2 0 A438
(CH.sub.3).sub.2N H Ph CF.sub.3CF.sub.2CF.sub.2 0 A439
(CH.sub.3).sub.2NSO.sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 0 A440
ClCH.sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 0 A441 CH.sub.3SCH.sub.2 H
Ph CF.sub.3CF.sub.2CF.sub.2 0 A442 CH.sub.3SOCH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A443 CH.sub.3SO.sub.2CH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 0 A444 H H Ph CF.sub.2Cl 0 A445 CH.sub.3 H
Ph CF.sub.2Cl 0 A446 CH.sub.3CH.sub.2 H Ph CF.sub.2Cl 0 A447
cyclopropyl H Ph CF.sub.2Cl 0 A448 (CH.sub.3).sub.3C H Ph
CF.sub.2Cl 0 A449 (CH.sub.3).sub.2CH H Ph CF.sub.2Cl 0 A450
CH.sub.3(CH.sub.2).sub.2 H Ph CF.sub.2Cl 0 A451 CH.sub.3OCH.sub.2 H
Ph CF.sub.2Cl 0 A452 CH.sub.3O(CH.sub.2).sub.2 H Ph CF.sub.2Cl 0
A453 Ph H Ph CF.sub.2Cl 0 A454 PhO H Ph CF.sub.2Cl 0 A455 PhS H Ph
CF.sub.2Cl 0 A456 PhSO H Ph CF.sub.2Cl 0 A457 PhSO.sub.2 H Ph
CF.sub.2Cl 0 A458 CH.sub.3S H Ph CF.sub.2Cl 0 A459 CH.sub.3SO H Ph
CF.sub.2Cl 0 A460 CF.sub.3 H Ph CF.sub.2Cl 0 A461 F.sub.2CH H Ph
CF.sub.2Cl 0 A462 HCC H Ph CF.sub.2Cl 0 A463 CH.sub.3CC H Ph
CF.sub.2Cl 0 A464 CH.sub.2.dbd.CH H Ph CF.sub.2Cl 0 A465
CH.sub.2.dbd.CHCH.sub.2 H Ph CF.sub.2Cl 0 A466
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CF.sub.2Cl 0 A467
(CH.sub.3).sub.2N H Ph CF.sub.2Cl 0 A468 (CH.sub.3).sub.2NSO.sub.2
H Ph CF.sub.2Cl 0 A469 ClCH.sub.2 H Ph CF.sub.2Cl 0 A470
CH.sub.3SCH.sub.2 H Ph CF.sub.2Cl 0 A471 CH.sub.3SOCH.sub.2 H Ph
CF.sub.2Cl 0 A472 CH.sub.3SO.sub.2CH.sub.2 H Ph CF.sub.2Cl 0 A473 H
H Ph CHF.sub.2 0 A474 CH.sub.3 H Ph CHF.sub.2 0 A475
CH.sub.3CH.sub.2 H Ph CHF.sub.2 0 A476 cyclopropyl H Ph CHF.sub.2 0
A477 (CH.sub.3).sub.3C H Ph CHF.sub.2 0 A478 (CH.sub.3).sub.2CH H
Ph CHF.sub.2 0 A479 CH.sub.3(CH.sub.2).sub.2 H Ph CHF.sub.2 0 A480
CH.sub.3OCH.sub.2 H Ph CHF.sub.2 0 A481 CH.sub.3O(CH.sub.2).sub.2 H
Ph CHF.sub.2 0 A482 Ph H Ph CHF.sub.2 0 A483 PhD H Ph CHF.sub.2 0
A484 PhS H Ph CHF.sub.2 0 A485 PhSO H Ph CHF.sub.2 0 A486
PhSO.sub.2 H Ph CHF.sub.2 0 A487 CH.sub.3S H Ph CHF.sub.2 0 A488
CH.sub.3SO H Ph CHF.sub.2 0 A489 CF.sub.3 H Ph CHF.sub.2 0 A490
F.sub.2CH H Ph CHF.sub.2 0 A491 HCC H Ph CHF.sub.2 0 A492
CH.sub.3CC H Ph CHF.sub.2 0 A493 CH.sub.2.dbd.CH H Ph CHF.sub.2 0
A494 CH.sub.2.dbd.CHCH.sub.2 H Ph CHF.sub.2 0 A495
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CHF.sub.2 0 A496 (CH.sub.3).sub.2N
H Ph CHF.sub.2 0 A497 (CH.sub.3).sub.2NSO.sub.2 H Ph CHF.sub.2 0
A498 ClCH.sub.2 H Ph CHF.sub.2 0 A499 CH.sub.3SCH.sub.2 H Ph
CHF.sub.2 0 A500 CH.sub.3SOCH.sub.2 H Ph CHF.sub.2 0 A501
CH.sub.3SO.sub.2CH.sub.2 H Ph CHF.sub.2 0 A502 H H Ph CCl.sub.3 0
A503 CH.sub.3 H Ph CCl.sub.3 0 A504 CH.sub.3CH.sub.2 H Ph CCl.sub.3
0 A505 cyclopropyl H Ph CCl.sub.3 0 A506 (CH.sub.3).sub.3C H Ph
CCl.sub.3 0 A507 (CH.sub.3).sub.2CH H Ph CCl.sub.3 0 A508
CH.sub.3(CH.sub.2).sub.2 H Ph CCl.sub.3 0 A509 CH.sub.3CH.sub.2 H
Ph CCl.sub.3 0 A510 CH.sub.3O(CH.sub.2).sub.2 H Ph CCl.sub.3 0 A511
Ph H Ph CCl.sub.3 0 A512 PhO H Ph CCl.sub.3 0 A513 PhS H Ph
CCl.sub.3 0 A514 PhSO H Ph CCl.sub.3 0 A515 PhSO.sub.2 H Ph
CCl.sub.3 0 A516 CH.sub.3S H Ph CCl.sub.3 0 A517 CH.sub.3SO H Ph
CCl.sub.3 0 A518 CF.sub.3 H Ph CCl.sub.3 0 A519 F.sub.2CH H Ph
CCl.sub.3 0 A520 HCC H Ph CCl.sub.3 0 A521 CH.sub.3CC H Ph
CCl.sub.3 0 A522 CH.sub.2.dbd.CH H Ph CCl.sub.3 0 A523
CH.sub.2.dbd.CHCH.sub.2 H Ph CCl.sub.3 0 A524
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CCl.sub.3 0 A525 (CH.sub.3).sub.2N
H Ph CCl.sub.3 0 A526 (CH.sub.3).sub.2NSO.sub.2 H Ph CCl.sub.3 0
A527 ClCH.sub.2 H Ph CCl.sub.3 0 A528 CH.sub.3SCH.sub.2 H Ph
CCl.sub.3 0 A529 CH.sub.3SOCH.sub.2 H Ph CCl.sub.3 0 A530
CH.sub.3SO.sub.2CH.sub.2 H Ph CCl.sub.3 0 A531 H CH.sub.3 H
CF.sub.3 0 A532 H CH.sub.3CH.sub.2 H CF.sub.3 0 A533 H cyclopropyl
H CF.sub.3 0 A534 H (CH.sub.3).sub.3CH H CF.sub.3 0 A535 H
(CH.sub.3).sub.2CH H CF.sub.3 0 A536 H CH.sub.3(CH.sub.2).sub.2 H
CF.sub.3 0 A537 H CH.sub.3OCH.sub.2 H CF.sub.3 0 A538 H
CH.sub.3O(CH.sub.2).sub.2 H CF.sub.3 0 A539 H Ph H CF.sub.3 0 A540
H PhO H CF.sub.3 0 A541 H PhS H CF.sub.3 0 A542 H PhSO H CF.sub.3 0
A543 H PhSO.sub.2 H CF.sub.3 0 A544 H CH.sub.3S H CF.sub.3 0 A545 H
CH.sub.3SO H CF.sub.3 0 A546 H CF.sub.3 H CF.sub.3 0 A547 H
F.sub.2CH H CF.sub.3 0 A548 H HCC H CF.sub.3 0 A549 H CH.sub.3CC H
CF.sub.3 0 A550 H CH.sub.2.dbd.CH H CF.sub.3 0 A551 H
CH.sub.2.dbd.CHCH.sub.2 H CF.sub.3 0 A552 H
CH.sub.3SO.sub.2N(CH.sub.3) H CF.sub.3 0 A553 H (CH.sub.3).sub.2N H
CF.sub.3 0 A554 H (CH.sub.3).sub.2NSO.sub.2 H CF.sub.3 0 A555 H
CH.sub.3SCH.sub.2 H CF.sub.3 0 A556 H CH.sub.3SOCH.sub.2 H CF.sub.3
0 A557 H CH.sub.3SO.sub.2CH.sub.2 H CF.sub.3 0 A558 H CH.sub.3 H
CF.sub.3CF.sub.2 0 A559 H CH.sub.3CH.sub.2 H CF.sub.3CF.sub.2 0
A560 H cyclopropyl H CF.sub.3CF.sub.2 0 A561 H (CH.sub.3).sub.3C H
CF.sub.3CF.sub.2 0 A562 H (CH.sub.3).sub.2CH H CF.sub.3CF.sub.2 0
A563 H CH.sub.3(CH.sub.2).sub.2 H CF.sub.3CF.sub.2 0 A564 H
CH.sub.3OCH.sub.2 H CF.sub.3CF.sub.2 0 A565 H
CH.sub.3O(CH.sub.2).sub.2 H CF.sub.3CF.sub.2 0 A566 H Ph H
CF.sub.3CF.sub.2 0 A567 H PhO H CF.sub.3CF.sub.2 0 A568 H PhS H
CF.sub.3CF.sub.2 0 A569 H PhSO H CF.sub.3CF.sub.2 0 A570 H
PhSO.sub.2 H CF.sub.3CF.sub.2 0 A571 H CH.sub.3S H CF.sub.3CF.sub.2
0 A572 H CH.sub.3SO H CF.sub.3CF.sub.2 0 A573 H CF.sub.3 H
CF.sub.3CF.sub.2 0 A574 H F.sub.2CH H CF.sub.3CF.sub.2 0 A575 H HCC
H CF.sub.3CF.sub.2 0 A576 H CH.sub.3CC H CF.sub.3CF.sub.2 0 A577 H
CH.sub.2.dbd.CH H CF.sub.3CF.sub.2 0 A578 H CH.sub.2CHCH.sub.2 H
CF.sub.3CF.sub.2 0 A579 H CH.sub.3SO.sub.2N(CH.sub.3) H
CF.sub.3CF.sub.2 0 A580 H (CH.sub.3).sub.2N H CF.sub.3CF.sub.2 0
A581 H (CH.sub.3).sub.2NSO.sub.2 H CF.sub.3CF.sub.2 0 A582 H
CH.sub.3SCH.sub.2 H CF.sub.3CF.sub.2 0 A583 H CH.sub.3SOCH.sub.2 H
CF.sub.3CF.sub.2 0 A584 H CH.sub.3SO.sub.2CH.sub.2 H
CF.sub.3CF.sub.2 0 A585 H CH.sub.3 H CF.sub.3CF.sub.2CF.sub.2 0
A586 H CH.sub.3CH.sub.2 H CF.sub.3CF.sub.2CF.sub.2 0 A587 H
cyclopropyl H CF.sub.3CF.sub.2CF.sub.2 0 A588 H (CH.sub.3).sub.3C H
CF.sub.3CF.sub.2CF.sub.2 0 A589 H (CH.sub.3).sub.2CH H
CF.sub.3CF.sub.2CF.sub.2 0 A590 H CH.sub.3(CH.sub.2).sub.2 H
CF.sub.3CF.sub.2CF.sub.2 0 A591 H CH.sub.3OCH.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 0 A592 H CH.sub.3O(CH.sub.2).sub.2 H
CF.sub.3CF.sub.2CF.sub.2 0 A593 H Ph H CF.sub.3CF.sub.2CF.sub.2 0
A594 H PhO H CF.sub.3CF.sub.2CF.sub.2 0 A595 H PhS H
CF.sub.3CF.sub.2CF.sub.2 0 A596 H PhSO H CF.sub.3CF.sub.2CF.sub.2 0
A597 H PhSO.sub.2 H CF.sub.3CF.sub.2CF.sub.2 0 A598 H CH.sub.3S H
CF.sub.3CF.sub.2CF.sub.2 0 A599 H CH.sub.3SO H
CF.sub.3CF.sub.2CF.sub.2 0 A600 H CF.sub.3 H
CF.sub.3CF.sub.2CF.sub.2 0 A601 H F.sub.2CH H
CF.sub.3CF.sub.2CF.sub.2 0 A602 H HCC H CF.sub.3CF.sub.2CF.sub.2 0
A603 H CH.sub.3CC H CF.sub.3CF.sub.2CF.sub.2 0 A604 H
CH.sub.2.dbd.CH H CF.sub.3CF.sub.2CF.sub.2 0 A605 H
CH.sub.2CHCH.sub.2 H CF.sub.3CF.sub.2CF.sub.2 0 A606 H
CH.sub.3SO.sub.2N(CH.sub.3) H CF.sub.3CF.sub.2CF.sub.2 0 A607 H
(CH.sub.3).sub.2N H CF.sub.3CF.sub.2CF.sub.2 0 A608 H
(CH.sub.3).sub.2NSO.sub.2 H CF.sub.3CF.sub.2CF.sub.2 0 A609 H
CH.sub.3SCH.sub.2 H CF.sub.3CF.sub.2CF.sub.2 0 A610 H
CH.sub.3SOCH.sub.2 H CF.sub.3CF.sub.2CF.sub.2 0 A611 H
CH.sub.3SO.sub.2CH.sub.2 H CF.sub.3CF.sub.2CF.sub.2 0 A612 H
CH.sub.3 H CF.sub.2Cl 0 A613 H CH.sub.3CH.sub.2 H CF.sub.2Cl 0 A614
H cyclopropyl H CF.sub.2Cl 0 A615 H (CH.sub.3).sub.3C H CF.sub.2Cl
0 A616 H (CH.sub.3).sub.2CH H CF.sub.2Cl 0 A617 H
CH.sub.3(CH.sub.2).sub.2 H CF.sub.2Cl 0 A618 H CH.sub.3OCH.sub.2 H
CF.sub.2Cl 0 A619 H CH.sub.3O(CH.sub.2).sub.2 H CF.sub.2Cl 0 A620 H
Ph H CF.sub.2Cl 0 A621 H PhO H CF.sub.2Cl 0 A622 H PhS H CF.sub.2Cl
0 A623 H PhSO H CF.sub.2Cl 0 A624 H PhSO.sub.2 H CF.sub.2Cl 0 A625
H CH.sub.3S H CF.sub.2Cl 0 A626 H CH.sub.3SO H CF.sub.2Cl 0 A627 H
CF.sub.3 H CF.sub.2Cl 0 A628 H F.sub.2CH H CF.sub.2Cl 0 A629 H HCC
H CF.sub.2Cl 0 A630 H CH.sub.3CC H CF.sub.2Cl 0 A631 H
CH.sub.2.dbd.CH H CF.sub.2Cl 0 A632 H CH.sub.2.dbd.CHCH.sub.2 H
CF.sub.2Cl 0 A633 H CH.sub.3SO.sub.2N(CH.sub.3) H CF.sub.2Cl 0 A634
H (CH.sub.3).sub.2N H CF.sub.2Cl 0 A635 H (CH.sub.3).sub.2NSO.sub.2
H CF.sub.2Cl 0 A636 H CH.sub.3SCH.sub.2 H CF.sub.2Cl 0 A637 H
CH.sub.3SOCH.sub.2 H CF.sub.2Cl 0 A638 H CH.sub.3SO.sub.2CH.sub.- 2
H CF.sub.2Cl 0 A639 H CH.sub.3 H CHF.sub.2 0 A640 H
CH.sub.3CH.sub.2 H CHF.sub.2 0 A641 H cyclopropyl H CHF.sub.2 0
A642 H (CH.sub.3).sub.3C H CHF.sub.2 0 A643 H (CH.sub.3).sub.2CH H
CHF.sub.2 0 A644 H CH.sub.3(CH.sub.2).sub.2 H CHF.sub.2 0 A645 H
CH.sub.3OCH.sub.2 H CHF.sub.2 0 A646 H CH.sub.3O(CH.sub.2).sub.2 H
CHF.sub.2 0 A647 H Ph H CHF.sub.2 0 A648 H PhO H CHF.sub.2 0 A649 H
PhS H CHF.sub.2 0 A650 H PhSO H CHF.sub.2 0 A651 H PhSO.sub.2 H
CHF.sub.2 0 A652 H CH.sub.3S H CHF.sub.2 0 A653 H CH.sub.3SO H
CHF.sub.2 0 A654 H CF.sub.3 H CHF.sub.2 0 A655 H F.sub.2CH H
CHF.sub.2 0 A656 H HCC H CHF.sub.2 0 A657 H CH.sub.3CC H CHF.sub.2
0 A658 H CH.sub.2.dbd.CH H CHF.sub.2 0 A659 H
CH.sub.2.dbd.CHCH.sub.2 H CHF.sub.2 0 A660 H
CH.sub.3SO.sub.2N(CH.sub.3) H CHF.sub.2 0 A661 H (CH.sub.3).sub.2N
H CHF.sub.2 0 A662 H (CH.sub.3).sub.2NSO.sub.2 H CHF.sub.2 0 A663 H
CH.sub.3SCH.sub.2 H CHF.sub.2 0 A664 H CH.sub.3SOCH.sub.2 H
CHF.sub.2 0 A665 H CH.sub.3SO.sub.2CH.sub.2 H CHF.sub.2 0 A666 H
CH.sub.3 H CCl.sub.3 0 A667 H CH.sub.3CH.sub.2 H CCl.sub.3 0 A668 H
cyolopropyl H CCl.sub.3 0 A669 H (CH.sub.3).sub.3C H CCl.sub.3 0
A670 H (CH.sub.3).sub.2CH H CCl.sub.3 0 A671 H
CH.sub.3(CH.sub.2).sub.2 H CCl.sub.3 0 A672 H CH.sub.3OCH.sub.2 H
CCl.sub.3 0 A673 H CH.sub.3O(CH.sub.2).sub.2 H CCl.sub.3 0 A674 H
Ph H CCl.sub.3 0 A675 H PhO H CCl.sub.3 0 A676 H PhS H CCl.sub.3 0
A677 H PhSO H CCl.sub.3 0 A678 H PhSO.sub.2 H CCl.sub.3 0 A679 H
CH.sub.3S H CCl.sub.3 0 A680 H CH.sub.3SO H CCl.sub.3 0 A681 H
CF.sub.3 H CCl.sub.3 0 A682 H F.sub.2CH H CCl.sub.3 0 A683 H HCC H
CCl.sub.3 0 A684 H CH.sub.3CC H CCl.sub.3 0 A685 H CH.sub.2.dbd.CH
H CCl.sub.3 0 A686 H CH.sub.2.dbd.CHCH.sub.2 H CCl.sub.3 0 A687 H
CH.sub.3SO.sub.2N(CH.sub.3) H CCl.sub.3 0 A688 H (CH.sub.3).sub.2N
H CCl.sub.3 0 A689 H (CH.sub.3).sub.2NSO.sub.2 H CCl.sub.3 0 A690 H
CH.sub.3SCH.sub.2 H CCl.sub.3 0 A691 H CH.sub.3SOCH.sub.2 H
CCl.sub.3 0 A692 H CH.sub.3SO.sub.2CH.sub.2 H CCl.sub.3 0 A693 H
CH.sub.3 CH.sub.3 CF.sub.3 0 A694 H CH.sub.3CH.sub.2 CH.sub.3
CF.sub.3 0 A695 H cyclopropyl CH.sub.3 CF.sub.3 0 A696 H
(CH.sub.3).sub.3C CH.sub.3 CF.sub.3 0 A697 H (CH.sub.3).sub.2CH
CH.sub.3 CF.sub.3 0 A698 H CH.sub.3(CH.sub.2).sub.2 CH.sub.3
CF.sub.3 0 A699 H CH.sub.3OCH.sub.2 CH.sub.3 CF.sub.3 0 A700 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CF.sub.3 0 A701 H Ph CH.sub.3
CF.sub.3 0 A702 H PhO CH.sub.3 CF.sub.3 0 A703 H PhS CH.sub.3
CF.sub.3 0 A704 H PhSO CH.sub.3 CF.sub.3 0 A705 H PhSO.sub.2
CH.sub.3 CF.sub.3 0 A706 H CH.sub.3S CH.sub.3 CF.sub.3 0 A707 H
CH.sub.3SO CH.sub.3 CF.sub.3 0 A708 H CF.sub.3 CH.sub.3 CF.sub.3 0
A709 H F.sub.2CH CH.sub.3 CF.sub.3 0 A710 H HCC CH.sub.3 CF.sub.3 0
A711 H CH.sub.3CC CH.sub.3 CF.sub.3
0 A712 H CH.sub.2.dbd.CH CH.sub.3 CF.sub.3 0 A713 H
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CF.sub.3 0 A714 H
CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CF.sub.3 0 A715 H
(CH.sub.3).sub.2N CH.sub.3 CF.sub.3 0 A716 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CF.sub.3 0 A717 H
CH.sub.3SCH.sub.2 CH.sub.3 CF.sub.3 0 A718 H CH.sub.3SOCH.sub.2
CH.sub.3 CF.sub.3 0 A719 H CH.sub.3SO.sub.2CH.sub.2 CH.sub.3
CF.sub.3 0 A720 H CH.sub.3 CH.sub.3 CF.sub.2CF.sub.2 0 A721 H
CH.sub.3CH.sub.2 CH.sub.3 CF.sub.2CF.sub.2 0 A722 H cyclopropyl
CH.sub.3 CF.sub.2CF.sub.2 0 A723 H (CH.sub.3).sub.3C CH.sub.3
CF.sub.2CF.sub.2 0 A724 H (CH.sub.3).sub.2CH CH.sub.3
CF.sub.2CF.sub.2 0 A725 H CH.sub.3(CH.sub.2).sub.2 CH.sub.3
CF.sub.2CF.sub.2 0 A726 H CH.sub.3OCH.sub.2 CH.sub.3
CF.sub.2CF.sub.2 0 A727 H CH.sub.3O(CH.sub.2).sub.2 CH.sub.3
CF.sub.2CF.sub.2 0 A728 H Ph CH.sub.3 CF.sub.2CF.sub.2 0 A729 H PhO
CH.sub.3 CF.sub.2CF.sub.2 0 A730 H PhS CH.sub.3 CF.sub.2CF.sub.2 0
A731 H PhSO CH.sub.3 CF.sub.2CF.sub.2 0 A732 H PhSO.sub.2 CH.sub.3
CF.sub.2CF.sub.2 0 A733 H CH.sub.3S CH.sub.3 CF.sub.2CF.sub.2 0
A734 H CH.sub.3SO CH.sub.3 CF.sub.3CF.sub.2 0 A735 H CF.sub.3
CH.sub.3 CF.sub.3CF.sub.2 0 A736 H F.sub.2CH CH.sub.3
CF.sub.3CF.sub.2 0 A737 H HCC CH.sub.3 CF.sub.3CF.sub.2 0 A738 H
CH.sub.3CC CH.sub.3 CF.sub.3CF.sub.2 0 A739 H CH.sub.2.dbd.CH
CH.sub.3 CF.sub.3CF.sub.2 0 A740 H CH.sub.250 CHCH.sub.2 CH.sub.3
CF.sub.3CF.sub.2 0 A741 H CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3
CF.sub.3CF.sub.2 0 A742 H (CH.sub.3).sub.2N CH.sub.3
CF.sub.3CF.sub.2 0 A743 H (CH.sub.3).sub.2NSO.sub.2 CH.sub.3
CF.sub.3CF.sub.2 0 A744 H CH.sub.3SCH.sub.2 CH.sub.3
CF.sub.3CF.sub.2 0 A745 H CH.sub.3SOCH.sub.2 CH.sub.3
CF.sub.3CF.sub.2 0 A746 H CH.sub.3SO.sub.2CH.sub.2 CH.sub.3
CF.sub.3CF.sub.2 0 A747 H CH.sub.3 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A748 H CH.sub.3CH.sub.2 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A749 H cyclopropyl CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A750 H (CH.sub.3).sub.3C CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A751 H (CH.sub.3).sub.2CH CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A752 H CH.sub.3(CH.sub.2).sub.2 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A753 H CH.sub.3OCH.sub.2 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A754 H CH.sub.3O(CH.sub.2).sub- .2
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A755 H Ph CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A756 H PhO CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A757 H PhS CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A758 H PhSO CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A759 H PhSO.sub.2 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A760 H CH.sub.3S CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A761 H CH.sub.3SO CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A762 H CF.sub.3 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A763 H F.sub.2CH CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A764 H HCC CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A765 H CH.sub.3CC CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A766 H CH.sub.2.dbd.CH CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A767 H CH.sub.2.dbd.CHCH.sub.2 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 0 A768 H CH.sub.3SO.sub.2N(CH.sub.3)
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A769 H (CH.sub.3).sub.2N
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A770 H (CH.sub.3).sub.2NSO.sub-
.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A771 H CH.sub.3SCH.sub.2
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A772 H CH.sub.3SOCH.sub.2
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A773 H CH.sub.3SO.sub.2CH.sub.-
2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 0 A774 H CH.sub.3 CH.sub.3
CF.sub.2Cl 0 A775 H CH.sub.3CH.sub.2 CH.sub.3 CF.sub.2Cl 0 A776 H
cyclopropyl CH.sub.3 CF.sub.2Cl 0 A777 H (CH.sub.3).sub.3C CH.sub.3
CF.sub.2Cl 0 A778 H (CH.sub.3).sub.2CH CH.sub.3 CF.sub.2Cl 0 A779 H
CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CF.sub.2Cl 0 A780 H
CH.sub.3OCH.sub.2 CH.sub.3 CF.sub.2Cl 0 A781 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CF.sub.2Cl 0 A782 H Ph CH.sub.3
CF.sub.2Cl 0 A783 H PhO CH.sub.3 CF.sub.2Cl 0 A784 H PhS CH.sub.3
CF.sub.2Cl 0 A785 H PhSO CH.sub.3 CF.sub.2Cl 0 A786 H PhSO.sub.2
CH.sub.3 CF.sub.2Cl 0 A787 H CH.sub.3S CH.sub.3 CF.sub.2Cl 0 A788 H
CH.sub.3SO CH.sub.3 CF.sub.2Cl 0 A789 H CF.sub.3 CH.sub.3
CF.sub.2Cl 0 A790 H F.sub.2CH CH.sub.3 CF.sub.2Cl 0 A791 H HCC
CH.sub.3 CF.sub.2Cl 0 A792 H CH.sub.3CC CH.sub.3 CF.sub.2Cl 0 A793
H CH.sub.2.dbd.CH CH.sub.3 CF.sub.2Cl 0 A794 H
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CF.sub.2Cl 0 A795 H
CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CF.sub.2Cl 0 A796 H
(CH.sub.3).sub.2N CH.sub.3 CF.sub.2Cl 0 A797 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CF.sub.2Cl 0 A798 H
CH.sub.3SCH.sub.2 CH.sub.3 CF.sub.2Cl 0 A799 H CH.sub.3SOCH.sub.2
CH.sub.3 CF.sub.2Cl 0 A800 H CH.sub.3SO.sub.2CH.sub.2 CH.sub.3
CF.sub.2Cl 0 A801 H CH.sub.3 CH.sub.3 CHF.sub.2 0 A802 H
CH.sub.3CH.sub.2 CH.sub.3 CHF.sub.2 0 A803 H cyclopropyl CH.sub.3
CHF.sub.2 0 A804 I-i (CH.sub.3).sub.3C CH.sub.3 CHF.sub.2 0 A805 H
(CH.sub.3).sub.2CH CH.sub.3 CHF.sub.2 0 A806 H
CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CHF.sub.2 0 A807 H
CH.sub.3OCH.sub.2 CH.sub.3 CHF.sub.2 0 A808 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CHF.sub.2 0 A809 H Ph CH.sub.3
CHF.sub.2 0 A810 H PhO CH.sub.3 CHF.sub.2 0 A811 H PhS CH.sub.3
CHF.sub.2 0 A812 H PhSO CH.sub.3 CHF.sub.2 0 A813 H PhSO.sub.2
CH.sub.3 CHF.sub.2 0 A814 H CH.sub.3S CH.sub.3 CHF.sub.2 0 A815 H
CH.sub.3SO CH.sub.3 CHF.sub.2 0 A816 H CF.sub.3 CH.sub.3 CHF.sub.2
0 A817 H F.sub.2CH CH.sub.3 CHF.sub.2 0 A818 H HCC CH.sub.3
CHF.sub.2 0 A819 H CH.sub.3CC CH.sub.3 CHF.sub.2 0 A820 H
CH.sub.2.dbd.CH CH.sub.3 CHF.sub.2 0 A821 H CH.sub.2.dbd.CHCH.sub.2
CH.sub.3 CHF.sub.2 0 A822 H CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3
CHF.sub.2 0 A823 H (CH.sub.3).sub.2N CH.sub.3 CHF.sub.2 0 A824 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CHF.sub.2 0 A825 H
CH.sub.3SCH.sub.2 CH.sub.3 CHF.sub.2 0 A826 H CH.sub.3SOCH.sub.2
CH.sub.3 CHF.sub.2 0 A827 H CH.sub.3SO.sub.2CH.sub.2 CH.sub.3
CHF.sub.2 0 A828 H CH.sub.3 CH.sub.3 CCl.sub.3 0 A829 H
CH.sub.3CH.sub.2 CH.sub.3 CCl.sub.3 0 A830 H cyclopropyl CH.sub.3
CCl.sub.3 0 A831 H (CH.sub.3).sub.3C CH.sub.3 CCl.sub.3 0 A832 H
(CH.sub.3).sub.2CH CH.sub.3 CCl.sub.3 0 A833 H
CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CCl.sub.3 0 A834 H
CH.sub.3OCH.sub.2 CH.sub.3 CCl.sub.3 0 0 A835 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CCl.sub.3 0 0 A836 H Ph CH.sub.3
CCl.sub.3 0 0 A837 H PhO CH.sub.3 CCl.sub.3 0 0 A838 H PhS CH.sub.3
CCl.sub.3 0 0 A839 H PhSO CH.sub.3 CCl.sub.3 0 0 A840 H PhSO.sub.2
CH.sub.3 CCl.sub.3 0 0 A841 H CH.sub.3S CH.sub.3 CCl.sub.3 0 0 A842
H CH.sub.3SO CH.sub.3 CCl.sub.3 0 0 A843 H CF.sub.3 CH.sub.3
CCl.sub.3 0 0 A844 H F.sub.2CH CH.sub.3 CCl.sub.3 0 0 A845 H HCC
CH.sub.3 CCl.sub.3 0 0 A846 H CH.sub.3CC CH.sub.3 CCl.sub.3 0 0
A847 H CH.sub.2.dbd.CH CH.sub.3 CCl.sub.3 0 0 A848 H
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CCl.sub.3 0 0 A849 H
CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CCl.sub.3 0 0 A850 H
(CH.sub.3).sub.2N CH.sub.3 CCl.sub.3 0 0 A851 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CCl.sub.3 0 0 A852 H
CH.sub.3SCH.sub.2 CH.sub.3 CCl.sub.3 0 0 A853 H CH.sub.3SOCH.sub.2
CH.sub.3 CCl.sub.3 0 0 A854 H CH.sub.3SO.sub.2CH.sub.2 CH.sub.3
CCl.sub.3 0 0 A855 H CH.sub.3 Ph CF.sub.3 0 A856 H CH.sub.3CH.sub.2
Ph CF.sub.3 0 A857 H (CH.sub.3).sub.2CH Ph CF.sub.3 0 A858 H
(CH.sub.3).sub.2CH Ph CF.sub.3 0 A859 H cyclopropyl Ph CF.sub.3 0
A860 H CH.sub.3(CH.sub.2).sub.2 Ph CF.sub.3 0 A861 H
CH.sub.3OCH.sub.2 Ph CF.sub.3 0 A862 H CH.sub.3O(CH.sub.2).sub.2 Ph
CF.sub.3 0 A863 H Ph Ph CF.sub.3 0 A864 H PhO Ph CF.sub.3 0 A865 H
PhS Ph CF.sub.3 0 A866 H PhSO Ph CF.sub.3 0 A867 H PhSO.sub.2 Ph
CF.sub.3 0 A868 H CH.sub.3S Ph CF.sub.3 0 A869 H CH.sub.3SO Ph
CF.sub.3 0 A870 H CF.sub.3 Ph CF.sub.3 0 A871 H F.sub.2CH Ph
CF.sub.3 0 A872 H HCC Ph CF.sub.3 0 A873 H CH.sub.3CC Ph CF.sub.3 0
A874 H CH.sub.2.dbd.CH Ph CF.sub.3 0 A875 H CH.sub.2.dbd.CHCH.sub.2
Ph CF.sub.3 0 A876 H CH.sub.3SO.sub.2N(CH.sub.3) Ph CF.sub.3 0 A877
H (CH.sub.3).sub.2N Ph CF.sub.3 0 A878 H (CH.sub.3).sub.2NSO.sub.2
Ph CF.sub.3 0 A879 H CH.sub.3SCH.sub.2 Ph CF.sub.3 0 A880 H
CH.sub.3SOCH.sub.2 Ph CF.sub.3 0 A881 H CH.sub.3SO.sub.2CH.sub.2 Ph
CF.sub.3 0 A882 H CH.sub.3 Ph CF.sub.3CF.sub.2 0 A883 H
CH.sub.3CH.sub.2 Ph CF.sub.3CF.sub.2 0 A884 H cyclopropyl Ph
CF.sub.3CF.sub.2 0 A885 H (CH.sub.3).sub.3C Ph CF.sub.3CF.sub.2 0
A886 H (CH.sub.3).sub.2CH Ph CF.sub.3CF.sub.2 0 A887 H
CH.sub.3(CH.sub.2).sub.2 Ph CF.sub.3CF.sub.2 0 A888 H
CH.sub.3OCH.sub.2 Ph CF.sub.3CF.sub.2 0 A889 H
CH.sub.3O(CH.sub.2).sub.2 Ph CF.sub.3CF.sub.2 0 A890 H Ph Ph
CF.sub.3CF.sub.2 0 A891 H PhO Ph CF.sub.3CF.sub.2 0 A892 H PhS Ph
CF.sub.3CF.sub.2 0 A893 H PhSO Ph CF.sub.3CF.sub.2 0 A894 H
PhSO.sub.2 Ph CF.sub.3CF.sub.2 0 A895 H CH.sub.3S Ph
CF.sub.3CF.sub.2 0 A896 H CH.sub.3SO Ph CF.sub.3CF.sub.2 0 A897 H
CF.sub.3 Ph CF.sub.3CF.sub.2 0 A898 H F.sub.2CH Ph CF.sub.3CF.sub.2
0 A899 H HCC Ph CF.sub.3CF.sub.2 0 A900 H CH.sub.3CC Ph
CF.sub.3CF.sub.2 0 A901 H CH.sub.2.dbd.CH Ph CF.sub.3CF.sub.2 0
A902 H CH.sub.2.dbd.CHCH.sub.2 Ph CF.sub.3CF.sub.2 0 A903 H
CH.sub.3SO.sub.2N(CH.sub.3) Ph CF.sub.3CF.sub.2 0 A904 H
(CH.sub.3).sub.2N Ph CF.sub.3CF.sub.2 0 A905 H
(CH.sub.3).sub.2NSO.sub.2 Ph CF.sub.3CF.sub.2 0 A906 H
CH.sub.3SCH.sub.2 Ph CF.sub.3CF.sub.2 0 A907 H CH.sub.3SOCH.sub.2
Ph CF.sub.3CF.sub.2 0 A908 H CH.sub.3SO.sub.2CH.sub.2 Ph
CF.sub.3CF.sub.2 0 A909 H CH.sub.3 Ph CF.sub.3CF.sub.2CF.sub.2 0
A910 H CH.sub.3CH.sub.2 Ph CF.sub.3CF.sub.2CF.sub.2 0 A911 H
cyclopropyl Ph CF.sub.3CF.sub.2CF.sub.2 0 A912 H (CH.sub.3).sub.3C
Ph CF.sub.3CF.sub.2CF.sub.2 0 A913 H (CH.sub.3).sub.2CH Ph
CF.sub.3CF.sub.2CF.sub.2 0 A914 H CH.sub.3(CH.sub.2).sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 0 A915 H CH.sub.3OCH.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 0 A916 H CH.sub.3O(CH.sub.2).sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 0 A917 H Ph Ph CF.sub.3CF.sub.2CF.sub.2 0
A918 H PhO Ph CF.sub.3CF.sub.2CF.sub.2 0 A919 H PhS Ph
CF.sub.3CF.sub.2CF.sub.2 0 A920 H PhSO Ph CF.sub.3CF.sub.2CF.sub.2
0 A921 H PhSO.sub.2 Ph CF.sub.3CF.sub.2CF.sub.2 0 A922 H CH.sub.3S
Ph CF.sub.3CF.sub.2CF.sub.2 0 A923 H CH.sub.3SO Ph
CF.sub.3CF.sub.2CF.sub.2 0 A924 H CF.sub.3 Ph
CF.sub.3CF.sub.2CF.sub.2 0 A925 H F.sub.2CH Ph
CF.sub.3CF.sub.2CF.sub.2 0 A926 H HCC Ph CF.sub.3CF.sub.2CF.sub.2 0
A927 H CH.sub.3CC Ph CF.sub.3CF.sub.2CF.sub.2 0 A928 H
CH.sub.2.dbd.CH Ph CF.sub.3CF.sub.2CF.sub.2 0 A929 H
CH.sub.2.dbd.CHCH.sub.2 Ph CF.sub.3CF.sub.2CF.sub.2 0 A930 H
CH.sub.3SO.sub.2N(CH.sub.3) Ph CF.sub.3CF.sub.2CF.sub.2 0 A931 H
(CH.sub.3).sub.2N Ph CF.sub.3CF.sub.2CF.sub.2 0 A932 H
(CH.sub.3).sub.2NSO.sub.2 Ph CF.sub.3CF.sub.2CF.sub.2 0 A933 H
CH.sub.3SCH.sub.2 Ph CF.sub.3CF.sub.2CF.sub.2 0 A934 H
CH.sub.3SOCH.sub.2 Ph CF.sub.3CF.sub.2CF.sub.2 0 A935 H
CH.sub.3SO.sub.2CH.sub.2 Ph CF.sub.3CF.sub.2CF.sub.2 0 A936 H
CH.sub.3 Ph CF.sub.2Cl 0 A937 H CH.sub.3CH.sub.2 Ph CF.sub.2Cl 0
A938 H cyclopropyl Ph CF.sub.2Cl 0 A939 H (CH.sub.3).sub.3C Ph
CF.sub.2Cl 0 A940 H (CH.sub.3).sub.2CH Ph CF.sub.2Cl 0 A941 H
CH.sub.3(CH.sub.2).sub.2 Ph CF.sub.2Cl 0 A942 H CH.sub.3OCH.sub.2
Ph CF.sub.2Cl 0 A943 H CH.sub.3O(CH.sub.2).sub.2 Ph CF.sub.2Cl 0
A944 H Ph Ph CF.sub.2Cl 0 A945 H PhO Ph CF.sub.2Cl 0 A946 H PhS Ph
CF.sub.2Cl 0 A947 H PhSO Ph CF.sub.2Cl 0 A948 H PhSO.sub.2 Ph
CF.sub.2Cl 0 A949 H CH.sub.3S Ph CF.sub.2Cl 0 A950 H CH.sub.3SO Ph
CF.sub.2Cl 0 A951 H CF.sub.3 Ph CF.sub.2Cl 0 A952 H F.sub.2CH Ph
CF.sub.2Cl 0 A953 H HCC Ph CF.sub.2Cl 0 A954 H CH.sub.3CC Ph
CF.sub.2Cl 0 A955 H CH.sub.2{CH Ph CF.sub.2Cl 0 A956 H
CH.sub.2.dbd.CHCH.sub.2 Ph CF.sub.2Cl 0 A957 H
CH.sub.3SO.sub.2N(CH.sub.3) Ph CF.sub.2Cl 0 A958 H
(CH.sub.3).sub.2N Ph CF.sub.2Cl 0 A959 H (CH.sub.3).sub.2NSO.sub.2
Ph CF.sub.2Cl 0 A960 H CH.sub.3SCH.sub.2 Ph CF.sub.2Cl 0 A961 H
CH.sub.3SOCH.sub.2 Ph CF.sub.2Cl 0 A962 H CH.sub.3SO.sub.2CH.sub.2
Ph CF.sub.2Cl 0 A963 H CH.sub.3 Ph CHF.sub.2 0 A964 H
CH.sub.3CH.sub.2 Ph CHF.sub.2 0 A965 H (CH.sub.3).sub.3C Ph
CHF.sub.2 0 A966 H (CH.sub.3).sub.2CH Ph CHF.sub.2 0 A967 H
cyclopropyl Ph CHF.sub.2 0 A968 H CH.sub.3(CH.sub.2).sub.2 Ph
CHF.sub.2 0 A969 H CH.sub.3OCH.sub.2 Ph CHF.sub.2 0 A970 H
CH.sub.3O(CH.sub.2).sub.2 Ph CHF.sub.2 0 A971 H Ph Ph CHF.sub.2 0
A972 H PhO Ph CHF.sub.2 0 A973 H PhS Ph CHF.sub.2 0 A974 H PhSO Ph
CHF.sub.2 0 A975 H PhSO.sub.2 Ph CHF.sub.2 0 A976 H CH.sub.3S Ph
CHF.sub.2 0 A977 H CH.sub.3SO Ph CHF.sub.2 0 A978 H CF.sub.3 Ph
CHF.sub.2 0 A979 H F.sub.2CH Ph CHF.sub.2 0 A980 H HCC Ph CHF.sub.2
0 A981 H CH.sub.3CC Ph CHF.sub.2 0 A982 H CH.sub.2.dbd.CH Ph
CHF.sub.2 0 A983 H CH.sub.2.dbd.CHCH.sub.2 Ph CHF.sub.2 0 A984 H
CH.sub.3SO.sub.2N(CH.sub.3) Ph CHF.sub.2 0 A985 H (CH.sub.3).sub.2N
Ph CHF.sub.2 0 A986 H (CH.sub.3).sub.2NSO.sub.2 Ph CHF.sub.2 0 A987
H CH.sub.3SCH.sub.2 Ph CHF.sub.2 0 A988 H CH.sub.3SOCH.sub.2 Ph
CHF.sub.2 0 A989 H CH.sub.3SO.sub.2CH.sub.- 2 Ph CHF.sub.2 0 A990 H
CH.sub.3 Ph CHF.sub.2 0 A991 H CH.sub.3CH.sub.2 Ph CCl.sub.3 0 A992
H (CH.sub.3).sub.3C Ph CCl.sub.3 0 A993 H (CH.sub.3).sub.2CH Ph
CCl.sub.3 0 A994 H cyclopropyl Ph CCl.sub.3 0 A995 H
CH.sub.3(CH.sub.2).sub.2 Ph CCl.sub.3 0 A996 H CH.sub.3OCH.sub.2 Ph
CCl.sub.3 0 A997 H CH.sub.3O(CH.sub.2).sub.2 Ph CCl.sub.3 0 A998 H
Ph Ph CCl.sub.3 0 A999 H PhO Ph CCl.sub.3 0 A1000 H PhS Ph
CCl.sub.3 0 A1001 H PhSO Ph CCl.sub.3 0 A1002 H PhSO.sub.2 Ph
CCl.sub.3 0 A1003 H CH.sub.3S Ph CCl.sub.3 0 A1004 H CH.sub.3SO Ph
CCl.sub.3 0 A1005 H CF.sub.3 Ph CCl.sub.3 0 A1006 H F.sub.2CH Ph
CCl.sub.3 0 A1007 H HCC Ph CCl.sub.3 0 A1008 H CH.sub.3CC Ph
CCl.sub.3 0 A1009 H CH.sub.2.dbd.CH Ph CCl.sub.3 0 A1010 H
CH.sub.2.dbd.CHCH.sub.2 Ph CCl.sub.3 0 A1011 H
CH.sub.3SO.sub.2N(CH.sub.3) Ph CCl.sub.3 0 A1012 H
(CH.sub.3).sub.2N Ph CCl.sub.3 0 A1013 H (CH.sub.3).sub.2NSO.sub.2
Ph CCl.sub.3 0 A1014 H CH.sub.3SCH.sub.2 Ph CCl.sub.3 0 A1015 H
CH.sub.3SOCH.sub.2 Ph CCl.sub.3 0 A1016 H CH.sub.3SO.sub.2CH.sub.2
Ph CCl.sub.3 0 A1017 F H H CF.sub.3 0 A1018 Cl H H CF.sub.3 0 A1019
Br H H CF.sub.3 0 A1020 NC H H CF.sub.3 0 A1021 CH.sub.3SO.sub.2O H
H CF.sub.3 0 A1022 CH.sub.3O H H CF.sub.3 0 A1023 CH.sub.3CH.sub.2O
H H CF.sub.3 0 A1024 CH.sub.2CH.dbd.CH.sub.2O H H CF.sub.3 0 A1025
HCCCH.sub.2C H H CF.sub.3 0 A1026 PhCH.sub.2S H H CF.sub.3 0 A1027
PhCH.sub.2SO.sub.2 H H CF.sub.3 0 A1028 ClCH.sub.2CH.sub.2 H H
CF.sub.3 0 A1029 BrCH.sub.2 H H CF.sub.3 0 A1030 FCH.sub.2 H H
CF.sub.3 0 A1031 CHF.sub.2CH.sub.2 H H CF.sub.3 0 A1032
CF.sub.3CH.sub.2 H H CF.sub.3 0 A1033 [1,3]-imidazol-1-ylmethyl H
CF.sub.3 0 A1034 CHCl.sub.2CH.sub.2 H CF.sub.3 0 A1035 ClCH.dbd.CH
H CF.sub.3 0 A1036 Cl.sub.2C.dbd.CH H H CF.sub.3 0 A1037
CF.sub.3CH.dbd.CH H H CF.sub.3 0 A1038 ClCC H H CF.sub.3 0 A1039
PhCH.sub.2 H H CF.sub.3 0 A1040 CH.sub.3CH.sub.2 CH.sub.3 H
CF.sub.3 0 A1041 CH.sub.3 OH H CF.sub.3 0 A1042 CH.sub.3 F H
CF.sub.3 0 A1043 CH.sub.3 Cl H CF.sub.3 0 A1044 F CH.sub.3 H
CF.sub.3 0 A1045 Cl CH.sub.3 H CF.sub.3 0 A1046 H F H CF.sub.3 0
A1047 H Cl H CF.sub.3 0 A1048 H Br H CF.sub.3 0 A1049 H OH H
CF.sub.3 0 A1050 H OCH.sub.3 H CF.sub.3 0 A1051 H OCHF.sub.2 H
CF.sub.3 0 A1052 H OSO.sub.2CH.sub.3 H CF.sub.3 0
A1053 H OSO.sub.2CF.sub.3 H CF.sub.3 0 A1054 H ClCH.sub.2 H
CF.sub.3 0 A1055 H BrCH.sub.2 H CF.sub.3 0 A1056 H FCH.sub.2 H
CF.sub.3 0 A1057 H CHF.sub.2CH.sub.2 H CF.sub.3 0 A1058 H
CF.sub.3CH.sub.2 H CF.sub.3 0 A1059 H triazolylmethyl H CF.sub.3 0
A1060 H CHCl.sub.2CH.sub.2 H CF.sub.3 0 A1061 H ClCH.dbd.CH H
CF.sub.3 0 A1062 H Cl.sub.2C.dbd.CH H CF.sub.3 0 A1063 H
CF.sub.3CH.dbd.CH H CF.sub.3 0 A1064 H ClCC H CF.sub.3 0 A1065 H
CH.sub.3C(O) H CF.sub.3 0 A1066 H Ph H CF.sub.3 0 A1067 H
SO.sub.2CH.sub.3 H CF.sub.3 0 A1068 H SO.sub.2CF.sub.3 H CF.sub.3 0
A1069 H NC H CF.sub.3 0 A1070 H NO.sub.2 H CF.sub.3 0 A1071
CH.sub.3 H F CF.sub.3 0 A1072 CH.sub.3 H Cl CF.sub.3 0 A1073
CH.sub.3 H Br CF.sub.3 0 A1074 CH.sub.3 H NC CF.sub.3 0 A1075
CH.sub.3 H CH.sub.3O CF.sub.3 0 A1076 CH.sub.3 H CH.sub.3S CF.sub.3
0 A1077 CH.sub.3 H CH.sub.3SO CF.sub.3 0 A1078 CH.sub.3 H
CH.sub.3SO.sub.2 CF.sub.3 0 A1079 CH.sub.3CH.sub.2OCH.sub.2 H H
CF.sub.3 0 A1080 PhOCH.sub.2 H H CF.sub.3 0 A1081 42 H H CF.sub.3 0
A1082 (CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.3 0 A1083
BrCH.sub.2CH.sub.2 H H CF.sub.3 0 A1084 FCH.sub.2CH.sub.2 H H
CF.sub.3 0 A1085 43 H H CF.sub.3 0 A1086 44 H H CF.sub.3 0 A1087 45
H H CF.sub.3 0 A1088 46 H H CF.sub.3 0 A1089 47 H H CF.sub.3 0
A1090 48 H H CF.sub.3 0 A1091 cyclopropyl-CH.sub.2 H H CF.sub.3 0
A1092 2,2-dichlorocycloprop-1-- yl H H CF.sub.3 0 A1093
CH.sub.3OC(O)CH.dbd.CH H H CF.sub.3 0 A1094
CH.sub.3CH.sub.2OC(O)CH.dbd.CH H H CF.sub.3 0 A1095
ClCH.sub.2CH.dbd.CH H H CF.sub.3 0 A1096 CH.dbd.C.dbd.CH H H
CF.sub.3 0 A1097 (CH.sub.3).sub.2NCH.sub.2 H H CF.sub.3 0 A1098
HOCH.sub.2 H H CF.sub.3 0 A1099 CH.sub.3C(O)OCH.sub.2 H H CF.sub.3
0 A1100 PhC(O)OCH.sub.2 H H CF.sub.3 0 A1101 PhCH.sub.2CH.sub.2 H H
CF.sub.3 0 A1102 CH.sub.3OC(O)CH.sub.2 H H CF.sub.3 0 A1103
NCCH.sub.2 H H CF.sub.3 0 A1104 CH.sub.3(CH.sub.2).sub.7SCH.sub.2 H
H CF.sub.3 0 A1105 CH.sub.3(CH.sub.2).sub.7SOCH.sub.2 H H CF.sub.3
0 A1106 CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H CF.sub.3 0
A1107 49 H H CF.sub.3 0 A1108 ClCH.sub.2CC H H CF.sub.3 0 A1109
CHF.sub.2CH.sub.2CH.sub.2 H H CF.sub.3 0 A1110
CHCl.sub.2CH.sub.2CH.sub.2 H H CF.sub.3 0 A1111 CF.sub.3SO.sub.2O H
H CF.sub.3 0 A1112 50 H H CF.sub.3 0 A1113 51 H H CF.sub.3 0 A1114
52 H H CF.sub.3 0 A1115 53 H H CF.sub.3 0 A1116 54 H H CF.sub.3 0
A1117 55 H H CF.sub.3 0 A1118 CH.sub.3ON.dbd.CHCH.sub.2 H H
CF.sub.3 0 A1119 O.dbd.CHCH.sub.2 H H CF.sub.2Cl 0 A1120
CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.2Cl 0 A1121 PhOCH.sub.2 H H
CF.sub.2Cl 0 A1122 56 H H CF.sub.2Cl 0 A1123
(CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.2Cl 0 A1124 BrCH.sub.2
H H CF.sub.2Cl 0 A1125 FCH.sub.2 H H CF.sub.2Cl 0 A1126 57 H H
CF.sub.2Cl 0 A1127 58 H H CF.sub.2Cl 0 A1128 59 H H CF.sub.2Cl 0
A1129 60 H H CF.sub.2Cl 0 A1130 61 H H CF.sub.2Cl 0 A1131 62 H H
CF.sub.2Cl 0 A1132 cyclopropyl-CH.sub.2 H H CF.sub.2Cl 0 A1133
2,2-dichlorocycloprop-1-yl H H CF.sub.2Cl 0 A1134
CH.sub.3OC(O)CH.dbd.OH H H CF.sub.2Cl 0 A1135
CH.sub.3CH.sub.2OC(O)CH.dbd.CH H H CF.sub.2Cl 0 A1136
ClCH.sub.2CH.dbd.CH H H CF.sub.2Cl 0 A1137 CH.dbd.C.dbd.CH H H
CF.sub.2Cl 0 A1138 (CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2Cl 0 A1139
HOCH.sub.2 H H CF.sub.2Cl 0 A1140 CH.sub.3C(O)OCH.sub.2 H H
CF.sub.2Cl 0 A1141 PhC(O)OCH.sub.2 H H CF.sub.2Cl 0 A1142
PhCH.sub.2 H H CF.sub.2Cl 0 A1143 CH.sub.3OC(O)CH.sub.2 H H
CF.sub.2Cl 0 A1144 NCCH.sub.2 H H CF.sub.2Cl 0 A1145
CH.sub.3(CH.sub.2).sub.7SCH.sub.2 H H CF.sub.2Cl 0 A1146
CH.sub.3(CH.sub.2).sub.7SOCH.sub.2 H H CF.sub.2Cl 0 A1147
CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H CF.sub.2Cl 0 A1148 63
H H CF.sub.2Cl 0 A1149 ClCH.sub.2CC H H CF.sub.2Cl 0 A1150 Br H H
CF.sub.2Cl 0 A1151 CI H H CF.sub.2Cl 0 A1152 CF.sub.3SO.sub.2O H H
CF.sub.2Cl 0 A1153 64 H H CF.sub.2Cl 0 A1154 65 H H CF.sub.2Cl 0
A1155 66 H H CF.sub.2Cl 0 A1156 67 H H CF.sub.2Cl 0 A1157 68 H H
CF.sub.2Cl 0 A1158 69 H H CF.sub.2Cl 0 A1159
CH.sub.3ON.dbd.CHCH.sub.2 H H CF.sub.2Cl 0 A1160 O.dbd.CHCH.sub.2 H
H CF.sub.2Cl 0 A1161 CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.2H 0
A1162 PhOCH.sub.2 H H CF.sub.2H 0 A1163 70 H H CF.sub.2H 0 A1164
(CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.2H 0 A1165 BrCH.sub.2
H H CF.sub.2H 0 A1166 FCH.sub.2 H H CF.sub.2H 0 A1167 71 H H
CF.sub.2H 0 A1168 72 H H CF.sub.2H 0 A1169 73 H H CF.sub.2H 0 A1170
74 H H CF.sub.2H 0 A1171 75 H H CF.sub.2H 0 A1172 76 H H CF.sub.2H
0 A1173 cyclopropyl-CH.sub.2 H H CF.sub.2H 0 A1174
2,2-dichlorocycloprop-1-yl H H CF.sub.2H 0 A1175
CH.sub.3OC(O)CH.dbd.CH H H CF.sub.2H 0 A1176
CH.sub.3CH.sub.2OC(O)CH.dbd.CH H H CF.sub.2H 0 A1177
ClCH.sub.2CH.dbd.CH H H CF.sub.2H 0 A1178 CH.dbd.C.dbd.CH H H
CF.sub.2H 0 A1179 (CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2H 0 A1180
HOCH.sub.2 H H CF.sub.2H 0 A1181 CH.sub.3C(O)OCH.sub.2 H H
CF.sub.2H 0 A1182 PhC(O)OCH.sub.2 H H CF.sub.2H 0 A1183 PhCH.sub.2
H H CF.sub.2H 0 A1184 CH.sub.3OC(O)CH.sub.2 H H CF.sub.2H 0 A1185
NCCH.sub.2 H H CF.sub.2H 0 A1186 CH.sub.3(CH.sub.2).sub.7SCH.sub.2
H H CF.sub.2H 0 A1187 CH.sub.3(CH.sub.2).sub.7SOCH.sub.2 H H
CF.sub.2H 0 A1188 CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H
CF.sub.2H 0 A1189 77 H H CF.sub.2H 0 A1190 ClCH.sub.2CC H H
CF.sub.2H 0 A1191 Br H H CF.sub.2H 0 A1192 Cl H H CF.sub.2H 0 A1193
CF.sub.3SO.sub.2O H H CF.sub.2H 0 A1194 78 H H CF.sub.2H 0 A1195 79
H H CF.sub.2H 0 A1196 80 H H CF.sub.2H 0 A1197 81 H H CF.sub.2H 0
A1198 82 H H CF.sub.2H 0 A1199 83 H H CF.sub.2H 0 A1200
CH.sub.3ON.dbd.CHCH.sub.2 H H CF.sub.2H 0 A1201 O.dbd.CHCH.sub.2 H
H CF.sub.2H 0 A1202 CH.sub.3CH.dbd.CH H H CF.sub.3 0 A1203
CH.sub.3SO.sub.2NH H H CF.sub.3 0 A1204 CH.sub.3CH.sub.2CH.sub.2O H
CH.sub.3 CF.sub.3 0 A1205 Cl CH.sub.3 H CF.sub.3 0 A1206 F.sub.2CHO
H H CF.sub.3 0 A1207 CH.sub.3CH.sub.2C(O)OCH.sub.2 H H CF.sub.3 0
A1208 CH.sub.3CH.sub.2OC(O)OCH.sub.2 H H CF.sub.3 0 A1209
CH.sub.3OCH.sub.2OCH.sub.2 H H CF.sub.3 0 A1210 CH.sub.3 H H
CF.sub.3 1 A1211 CH.sub.3CH.sub.2 H H CF.sub.3 1 A1212 cyclopropyl
H H CF.sub.3 1 A1213 CH.sub.3(CH.sub.2).sub.2 H H CF.sub.3 1 A1214
CH.sub.3OCH.sub.2 H H CF.sub.3 1 A1215 CF.sub.3 H H CF.sub.3 1
A1216 F.sub.2CH H H CF.sub.3 1 A1217 ClCH.sub.2 H H CF.sub.3 1
A1218 CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.3 1 A1219 CH.sub.3
CF.sub.3 H CF.sub.3 1 A1220 CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.3
1 A1221 PhOCH.sub.2 H H CF.sub.3 1 A1222
(CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.3 1 A1223 BrCH.sub.2 H
H CF.sub.3 1 A1224 FCH.sub.2 H H CF.sub.3 1 A1225 84 H H CF.sub.3 1
A1226 85 H H CF.sub.3 1 A1227 cyclopropyl-CH.sub.2 H H CF.sub.3 1
A1228 2,2-dichlorocycloprop-1-yl H H CF.sub.3 1 A1229
(CH.sub.3).sub.2NCH.sub.2 H H CF.sub.3 1 A1230 HOCH.sub.2 H H
CF.sub.3 1 A1231 CH.sub.3C(O)OCH.sub.2 H H CF.sub.3 1 A1232
PhC(O)OCH.sub.2 H H CF.sub.3 1 A1233 PhCH.sub.2 H H CF.sub.3 1
A1234 CH.sub.3OC(O)CH.sub.2 H H CF.sub.3 1 A1235 NCCH.sub.2 H H
CF.sub.3 1 A1236 CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H
CF.sub.3 1 A1237 Br H H CF.sub.3 1 A1238 Cl H H CF.sub.3 1 A1239
O.dbd.CHCHCF.sub.2Cl 2 H H CF.sub.3 1 A1240 CH.sub.3 H H CF.sub.2Cl
1 A1241 CH.sub.3CH.sub.2 H H CF.sub.2Cl 1 A1242 cyclopropyl H H
CF.sub.2Cl 1 A1243 CH.sub.3(CH.sub.2).sub.2 H H CF.sub.2Cl 1 A1244
CH.sub.3OCH.sub.2 H H CF.sub.2Cl 1 A1245 CF.sub.3 H H CF.sub.2Cl 1
A1246 F.sub.2CH H H CF.sub.2Cl 1 A1247 ClCH.sub.2 H H CF.sub.2Cl 1
A1248 CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.2Cl 1 A1249 CH.sub.3 CF3
H CF.sub.2Cl 1 A1250 CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.2Cl 1
A1251 PhOCH.sub.2 H H CF.sub.2Cl 1 A1252 (CH.sub.3).sub.2CH.sub.-
2OCH.sub.2 H H CF.sub.2Cl 1 A1253 BrCH.sub.2 H H CF.sub.2Cl 1 A1254
FCH.sub.2 H H CF.sub.2Cl 1 A1255 86 H H CF.sub.2Cl 1 A1256 87 H H
CF.sub.2Cl 1 A1257 cyclopropyl-CH.sub.2 H H CF.sub.2Cl 1 A1258
2,2-dichlorocycloprop-1-yl H H CF.sub.2Cl 1 A1259
(CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2Cl 1 A1260 HOCH.sub.2 H H
CF.sub.2Cl 1 A1261 CH.sub.3C(O)OCH.sub.2 H H CF.sub.2Cl 1 A1262
PhC(O)OCH.sub.2 H H CF.sub.2Cl 1 A1263 PhCH.sub.2 H H CF.sub.2Cl 1
A1264 CH.sub.3OC(O)CH.sub.2 H H CF.sub.2Cl 1 A1265 NCCH.sub.2 H H
CF.sub.2Cl 1 A1266 CH.sub.3(CH.sub.2).sub.7SO- .sub.2CH.sub.2 H H
CF.sub.2Cl 1 A1267 Br H H CF.sub.2Cl 1 A1268 Cl H H CF.sub.2Cl 1
A1269 O.dbd.CHCH.sub.2 H H CF.sub.2Cl 1 A1270 CH.sub.3 H H
CF.sub.2H 1 A1271 CH.sub.3CH.sub.2 H H CF.sub.2H 1 A1272
cyclopropyl H H CF.sub.2H 1 A1273 CH.sub.3(CH.sub.2).sub.2 H H
CF.sub.2H 1 A1274 CH.sub.3OCH.sub.2 H H CF.sub.2H 1 A1275 CF.sub.3
H H CF.sub.2H 1 A1276 F.sub.2CH H H CF.sub.2H 1 A1277 ClCH.sub.2 H
H CF.sub.2H 1 A1278 CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.2H 1 A1279
CH.sub.3 CF.sub.3 H CF.sub.2H 1 A1280 CH.sub.3CH.sub.2OCH.sub.2 H H
CF.sub.2H 1 A1281 PhOCH.sub.2 H H CF.sub.2H 1 A1282
(CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.2H 1 A1283 BrCH.sub.2
H H CF.sub.2H 1 A1284 FCH.sub.2 H H CF.sub.2H 1 A1285 88 H H
CF.sub.2H 1 A1286 89 H H CF.sub.2H 1 A1287 cyclopropyl-CH.sub.2 H H
CF.sub.2H 1 A1288 2,2-dichlorocycloprop-1-yl H H CF.sub.2H 1 A1289
(CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2H 1 A1290 HOCH.sub.2 H H
CF.sub.2H 1 A1291 CH.sub.3C(O)OCH.sub.2 H H CF.sub.2H 1 A1292
PhC(O)OCH.sub.2 H H CF.sub.2H 1 A1293 PhCH.sub.2 H H CF.sub.2H 1
A1294 CH.sub.3OC(O)CH.sub.2 H H CF.sub.2H 1 A1295 NCCH.sub.2 H H
CF.sub.2H 1 A1296 CH.sub.3(CH.sub.2).sub.7SO.- sub.2CH.sub.2 H H
CF.sub.2H 1 A1297 Br H H CF.sub.2H 1 A1298 Cl H H CF.sub.2H 1 A1299
O.dbd.CHCH.sub.2 H H CF.sub.2H 1 A1300 CH.sub.3 H H
CF.sub.3CF.sub.2 1 A1301 HO H Ph CF.sub.3 0 A1302 CH.sub.3 H
CH.sub.2.dbd.CH CF.sub.3 0 A1303 CH.sub.3 H CH.sub.3CH.sub.2O
CF.sub.3 0 A1304 HO CH.sub.3 H CF.sub.3 0 A1305 HO H H CF.sub.3 0
A1306 (CH.sub.3CH.sub.2).sub.2N(O)CO H H CF.sub.3 0 A1307 CH.sub.3
H Tosyl-O CF.sub.3 0 A1308 CH.sub.3 H CH.sub.3CC CF.sub.3 0 A1309
CH.sub.3 H HCC CF.sub.3 0 A1310 CH.sub.3 H ClCH.sub.2CC CF.sub.3 0
A1311 CH.sub.3 H PhCH.sub.2O CF.sub.3 0 A1312 CH.sub.3 H
CF.sub.3SO.sub.2O CF.sub.3 0 A1313 CH.sub.3 H (CH.sub.3).sub.2N
CF.sub.3 0 A1314 CH.sub.3 H CH.sub.3C(O)O CF.sub.3 0 A1315 CH.sub.3
H CH.sub.3CH.sub.2C(O)O CF.sub.3 0 A1316 CH.sub.3 H PhC(O)O
CF.sub.3 0 A1317 CH.sub.3 H 3-Pyridyl CF.sub.3 0 A1318
CH.sub.3OCH.sub.2OCH.sub.2 H H CF.sub.2Cl 0 A1319
CH.sub.3OCH.sub.2OCH.sub.2 H H CF.sub.2H 0 A1320
CH.sub.3OCH.sub.2OCH.sub.2 H H CF.sub.2CF.sub.3 0 A1321
CH.sub.3OCH.sub.2OCH.sub.2 H H CF.sub.3 1 A1322 CH.sub.3O H
CH.sub.3 CF.sub.3 0
[0220]
2TABLE 2 Radicals B: In Table 2 which follows, Q is Q.sub.1 90 and
Q.sub.1 the radicals B which follow: Radical R.sub.6 R.sub.7
R.sub.8 R.sub.9 R.sub.10 W B1 H H H H OH CH.sub.2 B2 CH.sub.3 H H H
OH CH.sub.2 B3 CH.sub.3CH.sub.2 H H H OH CH.sub.2 B4
CH.sub.3CH.sub.2CH.sub.2 H H H OH CH.sub.2 B5 (CH.sub.3).sub.2CH H
H H OH CH.sub.2 B6 (CH.sub.3).sub.3C H H H OH CH.sub.2 B7 CH.sub.3S
H H H OH CH.sub.2 B8 CH.sub.3SO H H H OH CH.sub.2 B9
CH.sub.3SO.sub.2 H H H OH CH.sub.2 B10 Ph H H H OH CH.sub.2 B11
CH.sub.3O H H H OH CH.sub.2 B12 CH.sub.3OC(O) H H H OH CH.sub.2 B13
CH.sub.3CH.sub.2OC(O) H H H OH CH.sub.2 B14 CH.sub.2.dbd.CHCH.sub.2
H H H OH CH.sub.2 B15 HCCCH.sub.2 H H H OH CH.sub.2 B16 CF.sub.3 H
H H OH CH.sub.2 B17 (CH.sub.3).sub.2NSO.sub.2 H H H OH CH.sub.2 B18
(CH.sub.3).sub.2N H H H OH CH.sub.2 B19 PhO H H H OH CH.sub.2 B20
PhS H H H OH CH.sub.2 B21 PhSO H H H OH CH.sub.2 B22 PhSO.sub.2 H H
H OH CH.sub.2 B23 CN H H H OH CH.sub.2 B24 CH.sub.3 CH.sub.3 H H OH
CH.sub.2 B25 CH.sub.3CH.sub.2 CH.sub.3 H H OH CH.sub.2 B26
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH CH.sub.2 B27
(CH.sub.3).sub.2CH CH.sub.3 H H OH CH.sub.2 B28 (CH.sub.3).sub.3C
CH.sub.3 H H OH CH.sub.2 B29 CH.sub.3S CH.sub.3 H H OH CH.sub.2 B30
CH.sub.3SO CH.sub.3 H H OH CH.sub.2 B31 CH.sub.3SO.sub.2 CH.sub.3 H
H OH CH.sub.2 B32 Ph CH.sub.3 H H OH CH.sub.2 B33 CH.sub.3O
CH.sub.3 H H OH CH.sub.2 B34 CH.sub.3OC(O) CH.sub.3 H H OH CH.sub.2
B35 CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH CH.sub.2 B36
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H H OH CH.sub.2 B37 HCCCH.sub.2
CH.sub.3 H H OH CH.sub.2 B38 CF.sub.3 CH.sub.3 H H OH CH.sub.2 B39
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H OH CH.sub.2 B40
(CH.sub.3).sub.2N CH.sub.3 H H OH CH.sub.2 B41 PhO CH.sub.3 H H OH
CH.sub.2 B42 PhS CH.sub.3 H H OH CH.sub.2 B43 PhSO CH.sub.3 H H OH
CH.sub.2 B44 PhSO.sub.2 CH.sub.3 H H OH CH.sub.2 B45 CN CH.sub.3 H
H OH CH.sub.2 B46 CH.sub.3 H CH.sub.3 H OH CH.sub.2 B47
CH.sub.3OH.sub.2 H CH.sub.3 H OH CH.sub.2 B48
CH.sub.3CH.sub.2CH.sub.2 H CH.sub.3 H OH CH.sub.2 B49
(CH.sub.3).sub.2CH H CH.sub.3 H OH CH.sub.2 B50 (CH.sub.3).sub.3C H
CH.sub.3 H OH CH.sub.2 B51 CH.sub.3S H CH.sub.3 H OH CH.sub.2 B52
CH.sub.3SO H CH.sub.3 H OH CH.sub.2 B53 CH.sub.3SO.sub.2 H CH.sub.3
H OH CH.sub.2 B54 Ph H CH.sub.3 H OH CH.sub.2 B55 CH.sub.3O H
CH.sub.3 H OH CH.sub.2 B56 CH.sub.3OC(O) H CH.sub.3 H OH CH.sub.2
B57 CH.sub.3CH.sub.2OC(O) H CH.sub.3 H OH CH.sub.2 B58
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 H OH CH.sub.2 B59 HCCCH.sub.2 H
CH.sub.3 H OH CH.sub.2 B60 CF.sub.3 H CH.sub.3 H OH CH.sub.2 B61
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 H OH CH.sub.2 B62
(CH.sub.3).sub.2N H CH.sub.3 H OH CH.sub.2 B63 PhO H CH.sub.3 H OH
CH.sub.2 B64 PhS H CH.sub.3 H OH CH.sub.2 B65 PhSO H CH.sub.3 H OH
CH.sub.2 B66 PhSO.sub.2 H CH.sub.3 H OH CH.sub.2 B67 CN H CH.sub.3
H OH CH.sub.2 B68 CH.sub.3 CH.sub.3 CH.sub.3 H OH CH.sub.2 B69
CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B70
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B71
(CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 H OH CH.sub.2 B72
(CH.sub.3).sub.3C CH.sub.3 CH.sub.3 H OH CH.sub.2 B73 CH.sub.3S
CH.sub.3 CH.sub.3 H OH CH.sub.2 B74 CH.sub.3SO CH.sub.3 CH.sub.3 H
OH CH.sub.2 B75 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2
B76 Ph CH.sub.3 CH.sub.3 H OH CH.sub.2 B77 CH.sub.3O CH.sub.3
CH.sub.3 H OH CH.sub.2 B78 CH.sub.3OC(O) CH.sub.3 CH.sub.3 H OH
CH.sub.2 B79 CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 H OH CH.sub.2
B80 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B81
HCCCH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B82 CF.sub.3 CH.sub.3
CH.sub.3 H OH CH.sub.2 B83 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3
CH.sub.3 H OH CH.sub.2 B84 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 H OH
CH.sub.2 B85 PhO CH.sub.3 CH.sub.3 H OH CH.sub.2 B86 PhS CH.sub.3
CH.sub.3 H OH CH.sub.2 B87 PhSO CH.sub.3 CH.sub.3 H OH CH.sub.2 B88
PhSO.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B89 CN CH.sub.3 CH.sub.3
H OH CH.sub.2 B90 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2
B91 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B92
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B93
(CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B94
(CH.sub.3).sub.3C CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B95
CH.sub.3S CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B96 CH.sub.3SO
CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B97 CH.sub.3SO.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B98 Ph CH.sub.3 CH.sub.3
CH.sub.3 OH CH.sub.2 B99 CH.sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH
CH.sub.2 B100 CH.sub.3OC(O) CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2
B101 CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2
B102 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2
B103 HCCCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B104
CF.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B105
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2
B106 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B107
PhO CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B108 PhS CH.sub.3
CH.sub.3 CH.sub.3 OH CH.sub.2 B109 PhSO CH.sub.3 CH.sub.3 CH.sub.3
OH CH.sub.2 B110 PhSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2
B111 ON CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B112
CH.sub.3CH.sub.2 CH.sub.3CH.sub.2 H H OH CH.sub.2 B113
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3CH.sub.2 H H OH CH.sub.2 B114
(CH.sub.3).sub.2CH CH.sub.3CH.sub.2 H H OH CH.sub.2 B115
(CH.sub.3).sub.3C CH.sub.3CH.sub.2 H H OH CH.sub.2 B116 CH.sub.3S
CH.sub.3CH.sub.2 H H OH CH.sub.2 B117 CH.sub.3SO CH.sub.3CH.sub.2 H
H OH CH.sub.2 B118 CH.sub.3SO.sub.2 CH.sub.3CH.sub.2 H H OH
CH.sub.2 B119 Ph CH.sub.3CH.sub.2 H H OH CH.sub.2 B120 CH.sub.3O
CH.sub.3CH.sub.2 H H OH CH.sub.2 B121 CH.sub.3OC(O)
CH.sub.3CH.sub.2 H H OH CH.sub.2 B122 CH.sub.3CH.sub.2OC(O)
CH.sub.3CH.sub.2 H H OH CH.sub.2 B123 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3CH.sub.2 H H OH CH.sub.2 B124 HCCCH.sub.2 CH.sub.3CH.sub.2
H H OH CH.sub.2 B125 CF.sub.3 CH.sub.3CH.sub.2 H H OH CH.sub.2 B126
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3CH.sub.2 H H OH CH.sub.2 B127
(CH.sub.3).sub.2N CH.sub.3CH.sub.2 H H OH CH.sub.2 B128 PhO
CH.sub.3CH.sub.2 H H OH CH.sub.2 B129 PhS CH.sub.3CH.sub.2 H H OH
CH.sub.2 B130 PhSO CH.sub.3CH.sub.2 H H OH CH.sub.2 B131 PhSO.sub.2
CH.sub.3CH.sub.2 H H OH CH.sub.2 B132 CN CH.sub.3CH.sub.2 H H OH
CH.sub.2 B133 H H H H OH CHCH.sub.3 B134 CH.sub.3 H H H OH
CHCH.sub.3 B135 CH.sub.3CH.sub.2 H H H OH CHCH.sub.3 B136
CH.sub.3CH.sub.2CH.sub.2 H H H OH CHCH.sub.3 B137
(CH.sub.3).sub.2CH H H H OH CHCH.sub.3 B138 (CH.sub.3).sub.3O H H H
OH CHCH.sub.3 B139 CH.sub.3S H H H OH CHCH.sub.3 B140 CH.sub.3SO H
H H OH CHCH.sub.3 B141 CH.sub.3SO.sub.2 H H H OH CHCH.sub.3 B142 Ph
H H H OH CHCH.sub.3 B143 CH.sub.3O H H H OH CHCH.sub.3 B144
CH.sub.3OC(O) H H H OH CHCH.sub.3 B145 CH.sub.3CH.sub.2OC(O) H H H
OH CHCH.sub.3 B146 CH.sub.2.dbd.CHCH.sub.2 H H H OH CHCH.sub.3 B147
HCCCH.sub.2 H H H OH CHCH.sub.3 B148 CF.sub.3 H H H OH CHCH.sub.3
B149 (CH.sub.3).sub.2NSO.sub.2 H H H OH CHCH.sub.3 B150
(CH.sub.3).sub.2N H H H OH CHCH.sub.3 B151 PhO H H H OH CHCH.sub.3
B152 PhS H H H OH CHCH.sub.3 B153 PhSO H H H OH CHCH.sub.3 B154
PhSO.sub.2 H H H OH CHCH.sub.3 B155 CN H H H OH CHCH.sub.3 B156
CH.sub.3 CH.sub.3 H H OH CHCH.sub.3 B157 CH.sub.3CH.sub.2 CH.sub.3
H H OH CHCH.sub.3 B158 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH
CHCH.sub.3 B159 (CH.sub.3).sub.2CH CH.sub.3 H H OH CHCH.sub.3 B160
(CH.sub.3).sub.3C CH.sub.3 H H OH CHCH.sub.3 B161 CH.sub.3S
CH.sub.3 H H OH CHCH.sub.3 B162 CH.sub.3SO CH.sub.3 H H OH
CHCH.sub.3 B163 CH.sub.3SO.sub.2 CH.sub.3 H H OH CHCH.sub.3 B164 Ph
CH.sub.3 H H OH CHCH.sub.3 B165 CH.sub.3O CH.sub.3 H H OH
CHCH.sub.3 B166 CH.sub.3OC(O) CH.sub.3 H H OH CHCH.sub.3 B167
CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH CHCH.sub.3 B168 CH.sub.250
CHCH.sub.2 CH.sub.3 H H OH CHCH.sub.3 B169 HCCCH.sub.2 CH.sub.3 H H
OH CHCH.sub.3 B170 CF.sub.3 CH.sub.3 H H OH CHCH.sub.3 B171
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H OH CHCH.sub.3 B172
(CH.sub.3).sub.2N CH.sub.3 H H OH CHCH.sub.3 B173 PhO CH.sub.3 H H
OH CHCH.sub.3 B174 PhS CH.sub.3 H H OH CHCH.sub.3 B175 PhSO
CH.sub.3 H H OH CHCH.sub.3 B176 PhSO.sub.2 CH.sub.3 H H OH
CHCH.sub.3 B177 CN CH.sub.3 H H OH CHCH.sub.3 B178 CH.sub.3 H
CH.sub.3 H OH CHCH.sub.3 B179 CH.sub.3CH.sub.2 H CH.sub.3 H OH
CHCH.sub.3 B180 CH.sub.3CH.sub.2CH.sub.2 H CH.sub.3 H OH CHCH.sub.3
B181 (CH.sub.3).sub.2CH H CH.sub.3 H OH CHCH.sub.3 B182
(CH.sub.3).sub.3C H CH.sub.3 H OH CHCH.sub.3 B183 CH.sub.3S H
CH.sub.3 H OH CHCH.sub.3 B184 CH.sub.3SO H CH.sub.3 H OH CHCH.sub.3
B185 CH.sub.3SO.sub.2 H CH.sub.3 H OH CHCH.sub.3 B186 Ph H CH.sub.3
H OH CHCH.sub.3 B187 CH.sub.3O H CH.sub.3 H OH CHCH.sub.3 B188
CH.sub.3OC(O) H CH.sub.3 H OH CHCH.sub.3 R189 CH.sub.3CH.sub.3OC(O)
H CH.sub.3 H OH CHCH.sub.3 R190 CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3
H OH CHCH.sub.3 B191 HCCCH.sub.2 H CH.sub.3 H OH CHCH.sub.3 B192
CF.sub.3 H CH.sub.3 H OH CHCH.sub.3 B193 (CH.sub.3).sub.2NSO.sub.2
H CH.sub.3 H OH CHCH.sub.3 B194 (CH.sub.3).sub.2N H CH.sub.3 H OH
CHCH.sub.3 B195 PhO H CH.sub.3 H OH CHCH.sub.3 B196 PhS H CH.sub.3
H OH CHCH.sub.3 B197 PhSO H CH.sub.3 H OH CHCH.sub.3 B198
PhSO.sub.2 H CH.sub.3 H OH CHCH.sub.3 B199 CN H CH.sub.3 H OH
CHCH.sub.3 B200 CH.sub.3 CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B201
CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B202
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B203
(CH.sub.3).sub.2OH CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B204
(CH.sub.3).sub.3O CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B205 CH.sub.3S
CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B206 CH.sub.3SO CH.sub.3 CH.sub.3
H OH CHCH.sub.3 B207 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 H OH
CHCH.sub.3 B208 Ph CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B209 CH.sub.3O
CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B210 CH.sub.3OC(O) CH.sub.3
CH.sub.3 H OH CHCH.sub.3 B211 CH.sub.3CH.sub.2OC(O) CH.sub.3
CH.sub.3 H OH CHCH.sub.3 B212 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3
CH.sub.3 H OH CHCH.sub.3 B213 HCCCH.sub.2 CH.sub.3 CH.sub.3 H OH
CHCH.sub.3 B214 CF.sub.3 CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B215
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B216
(CH.sub.3).sub.2N CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B217 PhO
CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B218 PhS CH.sub.3 CH.sub.3 H OH
CHCH.sub.3 B219 PhSO CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B220
PhSO.sub.2 CH.sub.3 CH.sub.3 H OH CHCH.sub.3 B221 CN CH.sub.3
CH.sub.3 H OH CHCH.sub.3 B222 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3
OH CHCH.sub.3 B223 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
CHCH.sub.3 B224 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3
OH CHCH.sub.3 B225 (CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 CH.sub.3 OH
CHCH.sub.3 B226 (CH.sub.3).sub.3C CH.sub.3 CH.sub.3 CH.sub.3 OH
CHCH.sub.3 B227 CH.sub.3S CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3
B228 CH.sub.3SO CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3 B229
CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3 B230 Ph
CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3 B231 CH.sub.3O CH.sub.3
CH.sub.3 CH.sub.3 OH CHCH.sub.3 B232 CH.sub.3OC(O) CH.sub.3
CH.sub.3 CH.sub.3 OH CHCH.sub.3 B233 CH.sub.3CH.sub.2OC(O) CH.sub.3
CH.sub.3 CH.sub.3 OH CHCH.sub.3 B234 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3 B235 HCCCH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH CHCH.sub.3 B236 CF.sub.3 CH.sub.3 CH.sub.3
CH.sub.3 OH CHCH.sub.3 B237 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH CHCH.sub.3 B238 (CH.sub.3).sub.2N CH.sub.3
CH.sub.3 CH.sub.3 OH CHCH.sub.3 B239 PhO CH.sub.3 CH.sub.3 CH.sub.3
OH CHCH.sub.3 B240 PhS CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3
B241 PhSO CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3 B242 PhSO.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH CHCH.sub.3 B243 CN CH.sub.3 CH.sub.3
CH.sub.3 OH CHCH.sub.3 B244 CH.sub.3CH.sub.2 CH.sub.3CH` H H OH
CHCH.sub.3 B245 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3CH` H H OH
CHCH.sub.3 B246 (CH.sub.3).sub.2CH CH.sub.3CH` H H OH CHCH.sub.3
B247 (CH.sub.3).sub.3O CH.sub.3CH` H H OH CHCH.sub.3 B248 CH.sub.3S
CH.sub.3CH` H H OH CHCH.sub.3 B249 CH.sub.3SO CH.sub.3CH` H H OH
CHCH.sub.3 B250 CH.sub.3SO.sub.2 CH.sub.3CH` H H OH CHCH.sub.3 B251
Ph CH.sub.3CH` H H OH CHCH.sub.3 B252 CH.sub.3O CH.sub.3CH` H H OH
CHCH.sub.3 B253 CH.sub.3OC(O) CH.sub.3CH` H H OH CHCH.sub.3 B254
CH.sub.3CH.sub.2OC(O) CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B255
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B256
HCCCH.sub.2 CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B257 CF.sub.3
CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B258 (CH.sub.3).sub.2NSO.sub.2
CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B259 (CH.sub.3).sub.2N
CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B260 PhO CH.sub.3CH.sub.2 H H OH
CHCH.sub.3 B261 PhS CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B262 PhSO
CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B263 PhSO.sub.2 CH.sub.3CH.sub.2
H H OH CHCH.sub.3 B264 CN CH.sub.3CH.sub.2 H H OH CHCH.sub.3 B265 H
H H H OH C.dbd.O B266 CH.sub.3 H H H OH C.dbd.O B267
CH.sub.3CH.sub.2 H H H OH C.dbd.O B268 CH.sub.3CH.sub.2CH.sub.2 H H
H OH C.dbd.O B269 (CH.sub.3).sub.2CH H H H OH C.dbd.O B270
(CH.sub.3).sub.3O H H H OH C.dbd.O B271 CH.sub.3S H H H OH C.dbd.O
B272 CH.sub.3SO H H H OH C.dbd.O B273 CH.sub.3SO.sub.2 H H H OH
C.dbd.O B274 Ph H H H OH C.dbd.O B275 CH.sub.3O H H H OH C.dbd.O
B276 CH.sub.3OC(O) H H H OH C.dbd.O B277 CH.sub.3CH.sub.2OC(O) H H
H OH C.dbd.O B278 CH.sub.2.dbd.CHCH.sub.2 H H H OH C.dbd.O B279
HCCCH.sub.2 H H H OH C.dbd.O B280 CF.sub.3 H H H OH C.dbd.O B281
(CH.sub.3).sub.2NSO.sub.2 H H H OH C.dbd.O B282 (CH.sub.3).sub.2N H
H H OH C.dbd.O B283 PhO H H H OH C.dbd.O B284 PhS H H H OH C.dbd.O
B285 PhSO H H H OH C.dbd.O B286 PhSO.sub.2 H H H OH C.dbd.O B287 CN
H H H OH C.dbd.O B288 CH.sub.3 CH.sub.3 H H OH C.dbd.O B289
CH.sub.3CH.sub.2 CH.sub.3 H H OH C.dbd.O B290
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH C.dbd.O B291
(CH.sub.3).sub.2CH CH.sub.3 H H OH C.dbd.O B292 (CH.sub.3).sub.3C
CH.sub.3 H H OH C.dbd.O B293 CH.sub.3S CH.sub.3 H H OH C.dbd.O B294
CH.sub.3SO CH.sub.3 H H OH C.dbd.O B295 CH.sub.3SO.sub.2 CH.sub.3 H
H OH C.dbd.O B296 Ph CH.sub.3 H H OH C.dbd.O B297 CH.sub.3O
CH.sub.3 H H OH C.dbd.O B298 CH.sub.3OC(O) CH.sub.3 H H OH C.dbd.O
B299 CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH C.dbd.O B300
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H H OH C.dbd.O B301 HCCCH.sub.2
CH.sub.3 H H OH C.dbd.O B302 CF.sub.3 CH.sub.3 H H OH C.dbd.O B303
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H OH C.dbd.O B304
(CH.sub.3).sub.2N CH.sub.3 H H OH C.dbd.O B305 PhO CH.sub.3 H H OH
C.dbd.O B306 PhS CH.sub.3 H H OH C.dbd.O B307 PhSO CH.sub.3 H H OH
C.dbd.O B308 PhSO.sub.2 CH.sub.3 H H OH C.dbd.O B309 CN CH.sub.3 H
H OH C.dbd.O B310 CH.sub.3 H CH.sub.3 H OH C.dbd.O B311
CH.sub.3CH.sub.2 H CH.sub.3 H OH C.dbd.O B312
CH.sub.3CH.sub.2CH.sub.2 H CH.sub.3 H OH C.dbd.O B313
(CH.sub.3).sub.2CH H CH.sub.3 H OH C.dbd.O B314 (CH.sub.3).sub.3C H
CH.sub.3 H OH C.dbd.O B315 CH.sub.3S H CH.sub.3 H OH C.dbd.O B316
CH.sub.3SO H CH.sub.3 H OH C.dbd.O B317 CH.sub.3SO.sub.2 H CH.sub.3
H OH C.dbd.O B318 Ph H CH.sub.3 H OH C.dbd.O B319 CH.sub.3O H
CH.sub.3 H OH C.dbd.O B320 CH.sub.3OC(O) H CH.sub.3 H OH C.dbd.O
B321 CH.sub.3CH.sub.2OC(O) H CH.sub.3 H OH C.dbd.O B322
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 H OH C.dbd.O B323 HCCCH.sub.2 H
CH.sub.3 H OH C.dbd.O B324 CF.sub.3 H CH.sub.3 H OH C.dbd.O B325
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 H OH C.dbd.O B326
(CH.sub.3).sub.2N H CH.sub.3 H OH C.dbd.O B327 PhO H CH.sub.3 H OH
C.dbd.O B328 PhS H
CH.sub.3 H OH C.dbd.O B329 PhSO H CH.sub.3 H OH C.dbd.O B330
PhSO.sub.2 H CH.sub.3 H OH C.dbd.O B331 CN H CH.sub.3 H OH C.dbd.O
B332 CH.sub.3 CH.sub.3 CH.sub.3 H OH C.dbd.O B333 CH.sub.3CH.sub.2
CH.sub.3 CH.sub.3 H OH C.dbd.O B334 CH.sub.3CH.sub.2CH.sub.2
CH.sub.3 CH.sub.3 H OH C.dbd.O B335 (CH.sub.3).sub.2CH CH.sub.3
CH.sub.3 H OH C.dbd.O B336 (CH.sub.3).sub.3C CH.sub.3 CH.sub.3 H OH
C.dbd.O B337 CH.sub.3S CH.sub.3 CH.sub.3 H OH C.dbd.O B338
CH.sub.3SO CH.sub.3 CH.sub.3 H OH C.dbd.O B339 CH.sub.3SO.sub.2
CH.sub.3 CH.sub.3 H OH C.dbd.O B340 Ph CH.sub.3 CH.sub.3 H OH
C.dbd.O B341 CH.sub.3O CH.sub.3 CH.sub.3 H OH C.dbd.O B342
CH.sub.3OC(O) CH.sub.3 CH.sub.3 H OH C.dbd.O B343
CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 H OH C.dbd.O B344
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 H OH C.dbd.O B345
HCCCH.sub.2 CH.sub.3 CH.sub.3 H OH C.dbd.O B346 CF.sub.3 CH.sub.3
CH.sub.3 H OH C.dbd.O B347 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3
CH.sub.3 H OH C.dbd.O B348 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 H OH
C.dbd.O B349 PhO CH.sub.3 CH.sub.3 H OH C.dbd.O B350 PhS CH.sub.3
CH.sub.3 H OH C.dbd.O B351 PhSO CH.sub.3 CH.sub.3 H OH C.dbd.O B352
PhSO.sub.2 CH.sub.3 CH.sub.3 H OH C.dbd.O B353 CN CH.sub.3 CH.sub.3
H OH C.dbd.O B354 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O
B355 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B356
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B357
(CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B358
(CH.sub.3).sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B359
CH.sub.3S CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B360 CH.sub.3SO
CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B361 CH.sub.3SO.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B362 Ph CH.sub.3 CH.sub.3
CH.sub.3 OH C.dbd.O B363 CH.sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH
C.dbd.O B364 CH.sub.3OC(O) CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O
B365 CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O
B366 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O
B367 HCCCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B368
CF.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B369
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O
B370 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B371
PhO CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B372 PhS CH.sub.3
CH.sub.3 CH.sub.3 OH C.dbd.O B373 PhSO CH.sub.3 CH.sub.3 CH.sub.3
OH C.dbd.O B374 PhSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O
B375 CN CH.sub.3 CH.sub.3 CH.sub.3 OH C.dbd.O B376 CH.sub.3CH.sub.2
CH.sub.3CH.sub.2 H H OH C.dbd.O B377 CH.sub.3CH.sub.2CH.sub.2
CH.sub.3CH.sub.2 H H OH C.dbd.O B378 (CH.sub.3).sub.2CH
CH.sub.3CH.sub.2 H H OH C.dbd.O B379 (CH.sub.3).sub.3C
CH.sub.3CH.sub.2 H H OH C.dbd.O B380 CH.sub.3S CH.sub.3CH.sub.2 H H
OH C.dbd.O B381 CH.sub.3SO CH.sub.3CH.sub.2 H H OH C.dbd.O B382
CH.sub.3SO.sub.2 CH.sub.3CH.sub.2 H H OH C.dbd.O B383 Ph
CH.sub.3CH.sub.2 H H OH C.dbd.O B384 CH.sub.3O CH.sub.3CH.sub.2 H H
OH C.dbd.O B385 CH.sub.3OC(O) CH.sub.3CH.sub.2 H H OH C.dbd.O B386
CH.sub.3CH.sub.2OC(O) CH.sub.3CH.sub.2 H H OH C.dbd.O B387
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3CH.sub.2 H H OH C.dbd.O B388
HCCCH.sub.2 CH.sub.3CH.sub.2 H H OH C.dbd.O B389 CF.sub.3
CH.sub.3CH.sub.2 H H OH C.dbd.O B390 (CH.sub.3).sub.2NSO.sub.2
CH.sub.3CH.sub.2 H H OH C.dbd.O B391 (CH.sub.3).sub.2N
CH.sub.3CH.sub.2 H H OH C.dbd.O B392 PhO CH.sub.3CH.sub.2 H H OH
C.dbd.O B393 PhS CH.sub.3CH.sub.2 H H OH C.dbd.O B394 PhSO
CH.sub.3CH.sub.2 H H OH C.dbd.O B395 PhSO.sub.2 CH.sub.3CH.sub.2 H
H OH C.dbd.O B396 CN CH.sub.3CH.sub.2 H H OH C.dbd.O B397 H H H H
OH N--CH.sub.3 B398 CH.sub.3 H H H OH N--CH.sub.3 B399
CH.sub.3CH.sub.2 H H H OH N--CH.sub.3 B400 CH.sub.3CH.sub.2CH.sub.2
H H H OH N--CH.sub.3 B401 (CH.sub.3).sub.2CH H H H OH N--CH.sub.3
B402 (CH.sub.3).sub.3C H H H OH N--CH.sub.3 B403 CH.sub.3S H H H OH
N--CH.sub.3 B404 CH.sub.3SO H H H OH N--CH.sub.3 B405 CH.sub.3SO2 H
H H OH N--CH.sub.3 B406 Ph H H H OH N--CH.sub.3 B407 CH.sub.3O H H
H OH N--CH.sub.3 B408 CH.sub.3OC(O) H H H OH N--CH.sub.3 B409
CH.sub.3CH.sub.2OC(O) H H H OH N--CH.sub.3 B410
CH.sub.2.dbd.CHCH.sub.2 H H H OH N--CH.sub.3 B411 HCCCH.sub.2 H H H
OH N--CH.sub.3 B412 CF.sub.3 H H H OH N--CH.sub.3 B413
(CH.sub.3).sub.2NSO.sub.2 H H H OH N--CH.sub.3 B414
(CH.sub.3).sub.2N H H H OH N--CH.sub.3 B415 PhO H H H OH
N--CH.sub.3 B416 PhS H H H OH N--CH.sub.3 B417 PhSO H H H OH
N--CH.sub.3 B418 PhSO.sub.2 H H H OH N--CH.sub.3 B419 CN H H H OH
N--CH.sub.3 B420 CH.sub.3 CH.sub.3 H H OH N--CH.sub.3 B421
CH.sub.3CH.sub.2 CH.sub.3 H H OH N--CH.sub.3 B422
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH N--CH.sub.3 B423
(CH.sub.3).sub.2CH CH.sub.3 H H OH N--CH.sub.3 B424
(CH.sub.3).sub.3C CH.sub.3 H H OH N--CH.sub.3 B425 CH.sub.3S
CH.sub.3 H H OH N--CH.sub.3 B426 CH.sub.3SO CH.sub.3 H H OH
N--CH.sub.3 B427 CH.sub.3SO.sub.2 CH.sub.3 H H OH N--CH.sub.3 B428
Ph CH.sub.3 H H OH N--CH.sub.3 B429 CH.sub.3O CH.sub.3 H H OH
N--CH.sub.3 B430 CH.sub.3OC(O) CH.sub.3 H H OH N--CH.sub.3 B431
CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH N--CH.sub.3 B432
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H H OH N--CH.sub.3 B433
HCCCH.sub.2 CH.sub.3 H H OH N--CH.sub.3 B434 CF.sub.3 CH.sub.3 H H
OH N--CH.sub.3 B435 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H OH
N--CH.sub.3 B436 (CH.sub.3).sub.2N CH.sub.3 H H OH N--CH.sub.3 B437
PhO CH.sub.3 H H OH N--CH.sub.3 B438 PhS CH.sub.3 H H OH
N--CH.sub.3 B439 PhSO CH.sub.3 H H OH N--CH.sub.3 B440 PhSO.sub.2
CH.sub.3 H H OH N--CH.sub.3 B441 CN CH.sub.3 H H OH N--CH.sub.3
B442 CH.sub.3 H CH.sub.3 H OH N--CH.sub.3 B443 CH.sub.3CH.sub.2 H
CH.sub.3 H OH N--CH.sub.3 B444 CH.sub.3CH.sub.2CH.sub.2 H CH.sub.3
H OH N--CH.sub.3 B445 (CH.sub.3).sub.2CH H CH.sub.3 H OH
N--CH.sub.3 B446 (CH.sub.3).sub.3O H CH.sub.3 H OH N--CH.sub.3 B447
CH.sub.3S H CH.sub.3 H OH N--CH.sub.3 B448 CH.sub.3SO H CH.sub.3 H
OH N--CH.sub.3 B449 CH.sub.3SO.sub.2 H CH.sub.3 H OH N--CH.sub.3
B450 Ph H CH.sub.3 H OH N--CH.sub.3 B451 CH.sub.3O H CH.sub.3 H OH
N--CH.sub.3 B452 CH.sub.3OC(O) H CH.sub.3 H OH N--CH.sub.3 B453
CH.sub.3CH.sub.2OC(O) H CH.sub.3 H OH N--CH.sub.3 B454
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 H OH N--CH.sub.3 B455
HCCCH.sub.2 H CH.sub.3 H OH N--CH.sub.3 B456 CF.sub.3 H CH.sub.3 H
OH N--CH.sub.3 B457 (CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 H OH
N--CH.sub.3 B458 (CH.sub.3).sub.2N H CH.sub.3 H OH N--CH.sub.3 B459
PhO H CH.sub.3 H OH N--CH.sub.3 B460 PhS H CH.sub.3 H OH
N--CH.sub.3 B461 PhSO H CH.sub.3 H OH N--CH.sub.3 B462 PhSO.sub.2 H
CH.sub.3 H OH N--CH.sub.3 B463 CN H CH.sub.3 H OH N--CH.sub.3 B464
CH.sub.3 CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B465 CH.sub.3CH.sub.2
CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B466 CH.sub.3CH.sub.2CH.sub.2
CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B467 (CH.sub.3).sub.2CH CH.sub.3
CH.sub.3 H OH N--CH.sub.3 B468 (CH.sub.3).sub.3C CH.sub.3 CH.sub.3
H OH N--CH.sub.3 B469 CH.sub.3S CH.sub.3 CH.sub.3 H OH N--CH.sub.3
B470 CH.sub.3SO CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B471
CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B472 Ph
CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B473 CH.sub.3O CH.sub.3 CH.sub.3
H OH N--CH.sub.3 B474 CH.sub.3OC(O) CH.sub.3 CH.sub.3 H OH
N--CH.sub.3 B475 CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 H OH
N--CH.sub.3 B476 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 H OH
N--CH.sub.3 B477 HCCCH.sub.2 CH.sub.3 CH.sub.3 H OH N--CH.sub.3
B478 CF.sub.3 CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B479
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B480
(CH.sub.3).sub.2N CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B481 PhO
CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B482 PhS CH.sub.3 CH.sub.3 H OH
N--CH.sub.3 B483 PhSO CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B484
PhSO.sub.2 CH.sub.3 CH.sub.3 H OH N--CH.sub.3 B485 CN CH.sub.3
CH.sub.3 H OH N--CH.sub.3 B486 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3
OH N--CH.sub.3 B487 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
N--CH.sub.3 B488 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH N--CH.sub.3 B489 (CH.sub.3).sub.2CH CH.sub.3 CH.sub.3
CH.sub.3 OH N--CH.sub.3 B490 (CH.sub.3).sub.3C CH.sub.3 CH.sub.3
CH.sub.3 OH N--CH.sub.3 B491 CH.sub.3S CH.sub.3 CH.sub.3 CH.sub.3
OH N--CH.sub.3 B492 CH.sub.3SO CH.sub.3 CH.sub.3 CH.sub.3 OH
N--CH.sub.3 B493 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
N--CH.sub.3 B494 Ph CH.sub.3 CH.sub.3 CH.sub.3 OH N--CH.sub.3 B495
CH.sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH N--CH.sub.3 B496
CH.sub.3OC(O) CH.sub.3 CH.sub.3 CH.sub.3 OH N--CH.sub.3 B497
CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 CH.sub.3 OH N--CH.sub.3
B498 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
N--CH.sub.3 B499 HCCCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
N--CH.sub.3 B500 CF.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH N--CH.sub.3
B501 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
N--CH.sub.3 B502 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 CH.sub.3 OH
N--CH.sub.3 B503 PhO CH.sub.3 CH.sub.3 CH.sub.3 OH N--CH.sub.3 B504
PhS CH.sub.3 CH.sub.3 CH.sub.3 OH N--CH.sub.3 B505 PhSO CH.sub.3
CH.sub.3 CH.sub.3 OH N--CH.sub.3 B506 PhSO.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH N--CH.sub.3 B507 CN CH.sub.3CH.sub.2 H H OH N--CH.sub.3
B508 CH.sub.3CH.sub.2 CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B509
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B510
(CH.sub.3).sub.2CH CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B511
(CH.sub.3).sub.3C CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B512
CH.sub.3S CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B513 CH.sub.3SO
CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B514 CH.sub.3SO.sub.2
CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B515 Ph CH.sub.3CH.sub.2 H H OH
N--CH.sub.3 B516 CH.sub.3O CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B517
CH.sub.3OC(O) CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B518
CH.sub.3CH.sub.2OC(O) CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B519
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B520
HCCCH.sub.2 CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B521 CF.sub.3
CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B522 (CH.sub.3).sub.2NSO.sub.2
CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B523 (CH.sub.3).sub.2N
CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B524 PhO CH.sub.3CH.sub.2 H H
OH N--CH.sub.3 B525 PhS CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B526
PhSO CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B527 PhSO.sub.2
CH.sub.3CH.sub.2 H H OH N--CH.sub.3 B528 CN CH.sub.3CH.sub.2 H H OH
N--CH.sub.3 B529 H H H H OH O B530 CH.sub.3 H H H OH O B531
CH.sub.3CH.sub.2 H H H OH O B532 CH.sub.3CH.sub.2CH.sub.- 2 H H H
OH O B533 (CH.sub.3).sub.2CH H H H OH O B534 (CH.sub.3).sub.3C H H
H OH O B535 CH.sub.3S H H H OH O B536 CH.sub.3SO H H H OH O B537
CH.sub.3SO.sub.2 H H H OH O B538 Ph H H H OH O B539 CH.sub.3O H H H
OH O B540 CH.sub.3OC(O) H H H OH O B541 CH.sub.3CH.sub.2OC(O) H H H
OH O B542 CH.sub.2.dbd.CHCH.sub.2 H H H OH O B543 HCCCH.sub.2 H H H
OH O B544 CF.sub.3 H H H OH O B545 (CH.sub.3).sub.2NSO.sub.2 H H H
OH O B546 (CH.sub.3).sub.2N H H H OH O B547 PhO H H H OH O B548 PhS
H H H OH O B549 PhSO H H H OH O B550 PhSO.sub.2 H H H OH O B551 CN
H H H OH O B552 CH.sub.3 CH.sub.3 H H OH O B553 CH.sub.3CH.sub.2
CH.sub.3 H H OH O B554 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH O
B555 (CH.sub.3).sub.2CH CH.sub.3 H H OH O B556 (CH.sub.3).sub.3C
CH.sub.3 H H OH O B557 CH.sub.3S CH.sub.3 H H OH O B558 CH.sub.3SO
CH.sub.3 H H OH O B559 CH.sub.3SO.sub.2 CH.sub.3 H H OH O B560 Ph
CH.sub.3 H H OH O B561 CH.sub.3O CH.sub.3 H H OH O B562
CH.sub.3OC(O) CH.sub.3 H H OH O B563 CH.sub.3CH.sub.2OC(O) CH.sub.3
H H OH O B564 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H H OH O B565
HCCCH.sub.2 CH.sub.3 H H OH O B566 CF.sub.3 CH.sub.3 H H OH O B567
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H OH O B568 (CH.sub.3).sub.2N
CH.sub.3 H H OH O B569 PhO CH.sub.3 H H OH O B570 PhS CH.sub.3 H H
OH O B571 PhSO CH.sub.3 H H OH O B572 PhSO.sub.2 CH.sub.3 H H OH O
B573 CN CH.sub.3 H H OH O B574 CH.sub.3 H CH.sub.3 H OH O B575
CH.sub.3CH.sub.2 H CH.sub.3 H OH O B576 CH.sub.3CH.sub.2CH.sub.2 H
CH.sub.3 H OH O B577 (CH.sub.3).sub.2CH H CH.sub.3 H OH O B578
(CH.sub.3).sub.3O H CH.sub.3 H OH O B579 CH.sub.3S H CH.sub.3 H OH
O B580 CH.sub.3SO H CH.sub.3 H OH O B581 CH.sub.3SO.sub.2 H
CH.sub.3 H OH O B582 Ph H CH.sub.3 H OH O B583 CH.sub.3O H CH.sub.3
H OH O B584 CH.sub.3OC(O) H CH.sub.3 H OH O B585
CH.sub.3CH.sub.2OC(O) H CH.sub.3 H OH O B586
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 H OH O B587 HCCCH.sub.2 H
CH.sub.3 H OH O B588 CF.sub.3 H CH.sub.3 H OH O B589
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 H OH O B590 (CH.sub.3).sub.2N
H CH.sub.3 H OH O B591 PhO H CH.sub.3 H OH O B592 PhS H CH.sub.3 H
OH O B593 PhSO H CH.sub.3 H OH O B594 PhSO.sub.2 H CH.sub.3 H OH O
B595 CN H CH.sub.3 H OH O B596 CH.sub.3 CH.sub.3 CH.sub.3 H OH O
B597 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 H OH O B598
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 H OH O B599
(CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 H OH O B600 (CH.sub.3).sub.3C
CH.sub.3 CH.sub.3 H OH O B601 CH.sub.3S CH.sub.3 CH.sub.3 H OH O
B602 CH.sub.3SO CH.sub.3 CH.sub.3 H OH O B603 CH.sub.3SO.sub.2
CH.sub.3 CH.sub.3 H OH O B604 Ph CH.sub.3 CH.sub.3 H OH O B605
CH.sub.3O CH.sub.3 CH.sub.3 H OH O B606 CH.sub.3OC(O) CH.sub.3
CH.sub.3 H OH O B607 CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 H OH O
B608 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 H OH O B609
HCCCH.sub.2 CH.sub.3 CH.sub.3 H OH O B610 CF.sub.3 CH.sub.3
CH.sub.3 H OH O B611 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 H
OH O B612 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 H OH O B613 PhO
CH.sub.3 CH.sub.3 H OH O B614 PhS CH.sub.3 CH.sub.3 H OH O B615
PhSO CH.sub.3 CH.sub.3 H OH O B616 PhSO.sub.2 CH.sub.3 CH.sub.3 H
OH O B617 CN CH.sub.3 CH.sub.3 H OH O B618 CH.sub.3 CH.sub.3
CH.sub.3 CH.sub.3 OH O B619 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH O B620 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH O B621 (CH.sub.3).sub.2OH CH.sub.3 CH.sub.3 CH.sub.3 OH
O B622 (CH.sub.3).sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH O B623
CH.sub.3S CH.sub.3 CH.sub.3 CH.sub.3 OH O B624 CH.sub.3SO CH.sub.3
CH.sub.3 CH.sub.3 OH O B625 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH O B626 Ph CH.sub.3 CH.sub.3 CH.sub.3 OH O B627
CH.sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH O B628 CH.sub.3OC(O)
CH.sub.3 CH.sub.3 CH.sub.3 OH O B629 CH.sub.3CH.sub.2OC(O) CH.sub.3
CH.sub.3 CH.sub.3 OH O B630 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH O B631 HCCCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3
OH O B632 CF.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH O B633
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH O B634
(CH.sub.3).sub.2N CH.sub.3 CH.sub.3 CH.sub.3 OH O B635 PhO CH.sub.3
CH.sub.3 CH.sub.3 OH O B636 PhS CH.sub.3 CH.sub.3 CH.sub.3 OH O
B637 PhSO CH.sub.3 CH.sub.3 CH.sub.3 OH O B638 PhSO.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH O B639 CN CH.sub.3 CH.sub.3 CH.sub.3 OH O B640
CH.sub.3CH.sub.2 CH.sub.3CH.sub.2 H H OH O B641
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3CH.sub.2 H H OH O B642
(CH.sub.3).sub.2CH CH.sub.3CH.sub.2 H H OH O B643 (CH.sub.3).sub.3C
CH.sub.3CH.sub.2 H H OH O B644 CH.sub.3S CH.sub.3CH.sub.2 H H OH O
B645 CH.sub.3SO CH.sub.3CH.sub.2 H H OH O B646 CH.sub.3SO.sub.2
CH.sub.3CH.sub.2 H H OH O B647 Ph CH.sub.3CH.sub.2 H H OH O B648
CH.sub.3O CH.sub.3CH.sub.2 H H OH O B649 CH.sub.3OC(O)
CH.sub.3CH.sub.2 H H OH O B650 CH.sub.3CH.sub.2OC(O)
CH.sub.3CH.sub.2 H H OH O B651 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3CH.sub.2 H H OH O B652 HCCCH.sub.2 CH.sub.3CH.sub.2 H H OH
O B653 CF.sub.3 CH.sub.3CH.sub.2 H H OH O B654
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3CH.sub.2 H H OH O B655
(CH.sub.3).sub.2N CH.sub.3CH.sub.2
H H OH O B656 PhO CH.sub.3CH.sub.2 H H OH O B657 PhS
CH.sub.3CH.sub.2 H H OH O B658 PhSO CH.sub.3CH.sub.2 H H OH O B659
PhSO.sub.2 CH.sub.3CH.sub.2 H H OH O B660 CN CH.sub.3CH.sub.2 H H
OH O B661 H H H H OH S B662 CH.sub.3 H H H OH S B663
CH.sub.3CH.sub.2 H H H OH S B664 CH.sub.3CH.sub.2CH.sub.2 H H H OH
S B665 (CH.sub.3).sub.2CH H H H OH S B666 (CH.sub.3).sub.3C H H H
OH S B667 CH.sub.3S H H H OH S B668 CH.sub.3SO H H H OH S B669
CH.sub.3SO.sub.2 H H H OH S B670 Ph H H H OH S B671 CH.sub.3O H H H
OH S B672 CH.sub.3OC(O) H H H OH S B673 CH.sub.3CH.sub.2OC(O) H H H
OH S B674 CH.sub.2.dbd.CHCH.sub.2 H H H OH S B675 HCCCH.sub.2 H H H
OH S B676 CF.sub.3 H H H OH S B677 (CH.sub.3).sub.2NSO.sub.2 H H H
OH S B678 (CH.sub.3).sub.2N H H H OH S B679 PhO H H H OH S B680 PhS
H H H OH S B681 PhSO H H H OH S B682 PhSO.sub.2 H H H OH S B683 CN
H CH.sub.3 H OH S B684 CH.sub.3 CH.sub.3 H H OH S B685
CH.sub.3CH.sub.2 CH.sub.3 H H OH S B686 CH.sub.3CH.sub.2CH.sub.2
CH.sub.3 H H OH S B687 (CH.sub.3).sub.2CH CH.sub.3 H H OH S B688
(CH.sub.3).sub.3C CH.sub.3 H H OH S B689 CH.sub.3S CH.sub.3 H H OH
S B690 CH.sub.3SO CH.sub.3 H H OH S B691 CH.sub.3SO.sub.2 CH.sub.3
H H OH S B692 Ph CH.sub.3 H H OH S B693 CH.sub.3O CH.sub.3 H H OH S
B694 CH.sub.3OC(O) CH.sub.3 H H OH S B695 CH.sub.3CH.sub.2OC(O)
CH.sub.3 H H OH S B696 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H H OH S
B697 HCCCH.sub.2 CH.sub.3 H H OH S B698 CF.sub.3 CH.sub.3 H H OH S
B699 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H OH S B700
(CH.sub.3).sub.2N CH.sub.3 H H OH S B701 PhO CH.sub.3 H H OH S B702
PhS CH.sub.3 H H OH S B703 PhSO CH.sub.3 H H OH S B704 PhSO.sub.2
CH.sub.3 H H OH S B705 CN CH.sub.3 H H OH S B706 CH.sub.3 H
CH.sub.3 H OH S B707 CH.sub.3CH.sub.2 H CH.sub.3 H OH S B708
CH.sub.3CH.sub.2CH.sub.2 H CH.sub.3 H OH S B709 (CH.sub.3).sub.2CH
H CH.sub.3 H OH S B710 (CH.sub.3).sub.3C H CH.sub.3 H OH S B711
CH.sub.3S H CH.sub.3 H OH S B712 CH.sub.3SO H CH.sub.3 H OH S B713
CH.sub.3SO2 H CH.sub.3 H OH S B714 Ph H CH.sub.3 H OH S B715
CH.sub.3O H CH.sub.3 H OH S B716 CH.sub.3OC(O) H CH.sub.3 H OH S
B717 CH.sub.3CH.sub.2OC(O) H CH.sub.3 H OH S B718
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 H OH S B719 HCCCH.sub.2 H
CH.sub.3 H OH S B720 CF.sub.3 H CH.sub.3 H OH S B721
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 H OH S B722 (CH.sub.3).sub.2N
H CH.sub.3 H OH S B723 PhO H CH.sub.3 H OH S B724 PhS H CH.sub.3 H
OH S B725 PhSO H CH.sub.3 H OH S B726 PhSO.sub.2 H CH.sub.3 H OH S
B727 CN H CH.sub.3 H OH S B728 CH.sub.3 CH.sub.3 CH.sub.3 H OH S
B729 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 H OH S B730
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 H OH S B731
(CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 H OH S B732 (CH.sub.3).sub.3C
CH.sub.3 CH.sub.3 H OH S B733 CH.sub.3S CH.sub.3 CH.sub.3 H OH S
B734 CH.sub.3SO CH.sub.3 CH.sub.3 H OH S B735 CH.sub.3SO.sub.2
CH.sub.3 CH.sub.3 H OH S B736 Ph CH.sub.3 CH.sub.3 H OH S B737
CH.sub.3O CH.sub.3 CH.sub.3 H OH S B738 CH.sub.3OC(O) CH.sub.3
CH.sub.3 H OH S B739 CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 H OH S
B740 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 H OH S B741
HCCCH.sub.2 CH.sub.3 CH.sub.3 H OH S B742 CF.sub.3 CH.sub.3
CH.sub.3 H OH S B743 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 H
OH S B744 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 H OH S B745 PhO
CH.sub.3 CH.sub.3 H OH S B746 PhS CH.sub.3 CH.sub.3 H OH S B747
PhSO CH.sub.3 CH.sub.3 H OH S B748 PhSO.sub.2 CH.sub.3 CH.sub.3 H
OH S B749 CN CH.sub.3 CH.sub.3 H OH S B750 CH.sub.3 CH.sub.3
CH.sub.3 CH.sub.3 OH S B751 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH S B752 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH S B753 (CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 CH.sub.3 OH
S B754 (CH.sub.3).sub.3C CH.sub.3 CH.sub.3 CH.sub.3 OH S B755
CH.sub.3S CH.sub.3 CH.sub.3 CH.sub.3 OH S B756 CH.sub.3SO CH.sub.3
CH.sub.3 CH.sub.3 OH S B757 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH S B758 Ph CH.sub.3 CH.sub.3 CH.sub.3 OH S B759
CH.sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH S B760 CH.sub.3OC(O)
CH.sub.3 CH.sub.3 CH.sub.3 OH S B761 CH.sub.3CH.sub.2OC(O) CH.sub.3
CH.sub.3 CH.sub.3 OH S B762 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH S B763 HCCCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3
OH S B764 CF.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH S B765
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH S B766
(CH.sub.3).sub.2N CH.sub.3 CH.sub.3 CH.sub.3 OH S B767 PhO CH.sub.3
CH.sub.3 CH.sub.3 OH S B768 PhS CH.sub.3 CH.sub.3 CH.sub.3 OH S
B769 PhSO CH.sub.3 CH.sub.3 CH.sub.3 OH S B770 PhSO.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH S B771 CN CH.sub.3 CH.sub.3 CH.sub.3 OH S B772
CH.sub.3CH.sub.2 CH.sub.3CH.sub.2 H H OH S B773
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3CH.sub.2 H H OH S B774
(CH.sub.3).sub.2CH CH.sub.3CH.sub.2 H H OH S B775 (CH.sub.3).sub.3C
CH.sub.3CH.sub.2 H H OH S B776 CH.sub.3S CH.sub.3CH.sub.2 H H OH S
B777 CH.sub.3SO CH.sub.3CH.sub.2 H H OH S B778 CH.sub.3SO.sub.2
CH.sub.3CH.sub.2 H H OH S B779 Ph CH.sub.3CH.sub.2 H H OH S B780
CH.sub.3O CH.sub.3CH.sub.2 H H OH S B781 CH.sub.3OC(O)
CH.sub.3CH.sub.2 H H OH S B782 CH.sub.3CH.sub.2OC(O)
CH.sub.3CH.sub.2 H H OH S B783 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3CH.sub.2 H H OH S B784 HCCCH.sub.2 CH.sub.3CH.sub.2 H H OH
S B785 CF.sub.3 CH.sub.3CH.sub.2 H H OH S B786
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3CH.sub.2 H H OH S B787
(CH.sub.3).sub.2N CH.sub.3CH.sub.2 H H OH S B788 PhO
CH.sub.3CH.sub.2 H H OH S B789 PhS CH.sub.3CH.sub.2 H H OH S B790
PhSO CH.sub.3CH.sub.2 H H OH S B791 PhSO.sub.2 CH.sub.3CH.sub.2 H H
OH S B792 CN CH.sub.3CH.sub.2 H H OH S B793 H H H H OH SO.sub.2
B794 CH.sub.3 H H H OH SO.sub.2 B795 CH.sub.3CH.sub.2 H H H OH
SO.sub.2 B796 CH.sub.3CH.sub.2CH.sub.2 H H H OH SO.sub.2 B797
(CH.sub.3).sub.2CH H H H OH SO.sub.2 B798 (CH.sub.3).sub.3C H H H
OH SO.sub.2 B799 CH.sub.3S H H H OH SO.sub.2 B800 CH.sub.3SO H H H
OH SO.sub.2 B801 CH.sub.3SO.sub.2 H H H OH SO.sub.2 B802 Ph H H H
OH SO.sub.2 B803 CH.sub.3O H H H OH SO.sub.2 B804 CH.sub.3OC(O) H H
H OH SO.sub.2 B805 CH.sub.3CH.sub.2OC(O) H H H OH SO.sub.2 B806
CH.sub.2.dbd.CHCH.sub.2 H H H OH SO.sub.2 B807 HCCCH.sub.2 H H H OH
SO.sub.2 B808 CF.sub.3 H H H OH SO.sub.2 B809
(CH.sub.3).sub.2NSO.sub.2 H H H OH SO.sub.2 B810 (CH.sub.3).sub.2N
H H H OH SO.sub.2 B811 PhO H H H OH SO.sub.2 B812 PhS H H H OH
SO.sub.2 B813 PhSO H H H OH SO.sub.2 B814 PhSO.sub.2 H H H OH
SO.sub.2 B815 CN H H H OH SO.sub.2 B816 CH.sub.3 CH.sub.3 H H OH
SO.sub.2 B817 CH.sub.3CH.sub.2 CH.sub.3 H H OH SO.sub.2 B818
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH SO.sub.2 B819
(CH.sub.3).sub.2CH CH.sub.3 H H OH SO.sub.2 B820 (CH.sub.3).sub.3C
CH.sub.3 H H OH SO.sub.2 B821 CH.sub.3S CH.sub.3 H H OH SO.sub.2
B822 CH.sub.3SO CH.sub.3 H H OH SO.sub.2 B823 CH.sub.3SO.sub.2
CH.sub.3 H H OH SO.sub.2 B824 Ph CH.sub.3 H H OH SO.sub.2 B825
CH.sub.3O CH.sub.3 H H OH SO.sub.2 B826 CH.sub.3OC(O) CH.sub.3 H H
OH SO.sub.2 B827 CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH SO.sub.2
B828 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H H OH SO.sub.2 B829
HCCCH.sub.2 CH.sub.3 H H OH SO.sub.2 B830 CF.sub.3 CH.sub.3 H H OH
SO.sub.2 B831 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H OH SO.sub.2
B832 (CH.sub.3).sub.2N CH.sub.3 H H OH SO.sub.2 B833 PhO CH.sub.3 H
H OH SO.sub.2 B834 PhS CH.sub.3 H H OH SO.sub.2 B835 PhSO CH.sub.3
H H OH SO.sub.2 B836 PhSO.sub.2 CH.sub.3 H H OH SO.sub.2 B837 CN
CH.sub.3 H H OH SO.sub.2 B838 CH.sub.3 H CH.sub.3 H OH SO.sub.2
B839 CH.sub.3CH.sub.2 H CH.sub.3 H OH SO.sub.2 B840
CH.sub.3CH.sub.2CH.sub.2 H CH.sub.3 H OH SO.sub.2 B841
(CH.sub.3).sub.2CH H CH.sub.3 H OH SO.sub.2 B842 (CH.sub.3).sub.3C
H CH.sub.3 H OH SO.sub.2 B843 CH.sub.3S H CH.sub.3 H OH SO.sub.2
B844 CH.sub.3SO H CH.sub.3 H OH SO.sub.2 B845 CH.sub.3SO.sub.2 H
CH.sub.3 H OH SO.sub.2 B846 Ph H CH.sub.3 H OH SO.sub.2 B847
CH.sub.3O H CH.sub.3 H OH SO.sub.2 B848 CH.sub.3OC(O) H CH.sub.3 H
OH SO.sub.2 B849 CH.sub.3CH.sub.2OC(O) H CH.sub.3 H OH SO.sub.2
B850 CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 H OH SO.sub.2 B851
HCCCH.sub.2 H CH.sub.3 H OH SO.sub.2 B852 CF.sub.3 H CH.sub.3 H OH
SO.sub.2 B853 (CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 H OH SO.sub.2
B854 (CH.sub.3).sub.2N H CH.sub.3 H OH SO.sub.2 B855 PhO H CH.sub.3
H OH SO.sub.2 B856 PhS H CH.sub.3 H OH SO.sub.2 B857 PhSO H
CH.sub.3 H OH SO.sub.2 B858 PhSO.sub.2 H CH.sub.3 H OH SO.sub.2
B859 CN H CH.sub.3 H OH SO.sub.2 B860 CH.sub.3 CH.sub.3 CH.sub.3 H
OH SO.sub.2 B861 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 H OH SO.sub.2
B862 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 H OH SO.sub.2 B863
(CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 H OH SO.sub.2 B864
(CH.sub.3).sub.3C CH.sub.3 CH.sub.3 H OH SO.sub.2 B865 CH.sub.3S
CH.sub.3 CH.sub.3 H OH SO.sub.2 B866 CH.sub.3SO CH.sub.3 CH.sub.3 H
OH SO.sub.2 B867 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 H OH SO.sub.2
B868 Ph CH.sub.3 CH.sub.3 H OH SO.sub.2 B869 CH.sub.3O CH.sub.3
CH.sub.3 H OH SO.sub.2 B870 CH.sub.3OC(O) CH.sub.3 CH.sub.3 H OH
SO.sub.2 B871 CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 H OH SO.sub.2
B872 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 H OH SO.sub.2 B873
HCCCH.sub.2 CH.sub.3 CH.sub.3 H OH SO.sub.2 B874 CF.sub.3 CH.sub.3
CH.sub.3 H OH SO.sub.2 B875 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3
CH.sub.3 H OH SO.sub.2 B876 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3 H
OH SO.sub.2 B877 PhO CH.sub.3 CH.sub.3 H OH SO.sub.2 B878 PhS
CH.sub.3 CH.sub.3 H OH SO.sub.2 B879 PhSO CH.sub.3 CH.sub.3 H OH
SO.sub.2 B880 PhSO.sub.2 CH.sub.3 CH.sub.3 H OH SO.sub.2 B881 CN
CH.sub.3 CH.sub.3 H OH SO.sub.2 B882 CH.sub.3 CH.sub.3 CH.sub.3
CH.sub.3 OH SO.sub.2 B883 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH SO.sub.2 B884 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH SO.sub.2 B885 (CH.sub.3).sub.2CH CH.sub.3
CH.sub.3 CH.sub.3 OH SO.sub.2 B886 (CH.sub.3).sub.3C CH.sub.3
CH.sub.3 CH.sub.3 OH SO.sub.2 B887 CH.sub.3S CH.sub.3 CH.sub.3
CH.sub.3 OH SO.sub.2 B888 CH.sub.3SO CH.sub.3 CH.sub.3 CH.sub.3 OH
SO.sub.2 B889 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
SO.sub.2 B890 Ph CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B891
CH.sub.3O CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B892 CH.sub.3OC(O)
CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B893 CH.sub.3CH.sub.2OC(O)
CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B894 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B895 HCCCH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH SO.sub.2 B896 CF.sub.3 CH.sub.3 CH.sub.3
CH.sub.3 OH SO.sub.2 B897 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH SO.sub.2 B898 (CH.sub.3).sub.2N CH.sub.3
CH.sub.3 CH.sub.3 OH SO.sub.2 B899 PhO CH.sub.3 CH.sub.3 CH.sub.3
OH SO.sub.2 B900 PhS CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B901
PhSO CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B902 PhSO.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH SO.sub.2 B903 CN CH.sub.3 CH.sub.3
CH.sub.3 OH SO.sub.2 B904 CH.sub.3CH.sub.2 CH.sub.3CH.sub.2 H H OH
SO.sub.2 B905 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3CH.sub.2 H H OH
SO.sub.2 B906 (CH.sub.3).sub.2CH CH.sub.3CH.sub.2 H H OH SO.sub.2
B907 (CH.sub.3).sub.3C CH.sub.3CH.sub.2 H H OH SO.sub.2 B908
CH.sub.3S CH.sub.3CH.sub.2 H H OH SO.sub.2 B909 CH.sub.3SO
CH.sub.3CH.sub.2 H H OH SO.sub.2 B910 CH.sub.3SO.sub.2
CH.sub.3CH.sub.2 H H OH SO.sub.2 B911 Ph CH.sub.3CH.sub.2 H H OH
SO.sub.2 B912 CH.sub.3O CH.sub.3CH.sub.2 H H OH SO.sub.2 B913
CH.sub.3OC(O) CH.sub.3CH.sub.2 H H OH SO.sub.2 B914
CH.sub.3CH.sub.2OC(O) CH.sub.3CH.sub.2 H H OH SO.sub.2 B915
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3CH.sub.2 H H OH SO.sub.2 B916
HCCCH.sub.2 CH.sub.3CH.sub.2 H H OH SO.sub.2 B917 CF.sub.3
CH.sub.3CH.sub.2 H H OH SO.sub.2 B918 (CH.sub.3).sub.2NSO.sub.2
CH.sub.3CH.sub.2 H H OH SO.sub.2 B919 (CH.sub.3).sub.2N
CH.sub.3CH.sub.2 H H OH SO.sub.2 B920 PhO CH.sub.3CH.sub.2 H H OH
SO.sub.2 B921 PhS CH.sub.3CH.sub.2 H H OH SO.sub.2 B922 PhSO
CH.sub.3CH.sub.2 H H OH SO.sub.2 B923 PhSO.sub.2 CH.sub.3CH.sub.2 H
H OH SO.sub.2 B924 CN CH.sub.3CH.sub.2 H H OH SO.sub.2 B925 H H H H
OH CHC(O)OCH.sub.2CH.sub.3 B926 CH.sub.3 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B927 CH.sub.3CH.sub.2 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B928 CH.sub.3CH.sub.2CH.sub.2 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B929 (CH.sub.3).sub.2CH H H H OH
CHC(O)OCH.sub.2CH.sub.3 B930 (CH.sub.3).sub.3C H H H OH
CHC(O)OCH.sub.2CH.sub.3 B931 CH.sub.3S H H H OH
CHC(O)OCH.sub.2CH.sub.3 B932 CH.sub.3SO H H H OH
CHC(O)OCH.sub.2CH.sub.3 B933 CH.sub.3SO.sub.2 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B934 Ph H H H OH CHC(O)OCH.sub.2CH.sub.3
B935 CH.sub.3O H H H OH CHC(O)OCH.sub.2CH.sub.3 B936 CH.sub.3OC(O)
H H H OH CHC(O)OCH.sub.2CH.sub.3 B937 CH.sub.3CH.sub.2OC(O) H H H
OH CHC(O)OCH.sub.2CH.sub.3 B938 CH.sub.2.dbd.CHCH.sub.2 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B939 HCCCH.sub.2 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B940 CF.sub.3 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B941 (CH.sub.3).sub.2NSO.sub.2 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B942 (CH.sub.3).sub.2N H H H OH
CHC(O)OCH.sub.2CH.sub.3 B943 PhO H H H OH CHC(O)OCH.sub.2CH.sub.3
B944 PhS H H H OH CHC(O)OCH.sub.2CH.sub.3 B945 PhSO H H H OH
CHC(O)OCH.sub.2CH.sub.3 B946 PhSO.sub.2 H H H OH
CHC(O)OCH.sub.2CH.sub.3 B947 CN H H H OH CHC(O)OCH.sub.2CH.sub.3
B948 CH.sub.3 CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3 B949
CH.sub.3CH.sub.2 CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3 B950
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3
B951 (CH.sub.3).sub.2CH CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3
B952 (CH.sub.3).sub.3C CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3 B953
CH.sub.3S CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3 B954 CH.sub.3SO
CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3 B955 CH.sub.3SO.sub.2
CH.sub.3 H H OH CHC(O)OCH.sub.2CH.sub.3 B956 Ph CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B957 CH.sub.3O CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B958 CH.sub.3OC(O) CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B959 CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B960 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H H
OH CHC(O)OCH.sub.2CH.sub.3 B961 HCCCH.sub.2 CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B962 CF.sub.3 CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B963 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H H
OH CHC(O)OCH.sub.2CH.sub.3 B964 (CH.sub.3).sub.2N CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B965 PhO CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B966 PhS CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B967 PhSO CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B968 PhSO.sub.2 CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B969 CN CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B970 CH.sub.3 CH.sub.3 H H OH
CHC(O)OCH.sub.2CH.sub.3 B971 CH.sub.3CH.sub.2 H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B972 CH.sub.3CH.sub.2CH.sub.2 H CH.sub.3 H
OH CHC(O)OCH.sub.2CH.sub.3 B973 (CH.sub.3).sub.2CH H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B974 (CH.sub.3).sub.3O H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B975 CH.sub.3S H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B976 CH.sub.3SO H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B977 CH.sub.3SO.sub.2 H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B978 Ph H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B979 CH.sub.3O H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B980 CH.sub.3OC(O) H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B981 CH.sub.3CH.sub.2OC(O) H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B982 CH.sub.2CHCH.sub.2 H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B983 HCCCH.sub.2 H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B984 CF.sub.3 H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B985 (CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 H
OH CHC(O)OCH.sub.2CH.sub.3 B986 (CH.sub.3).sub.2N H CH.sub.3 H
OH CHC(O)OCH.sub.2CH.sub.3 B987 PhO H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B988 PhS H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B989 PhSO H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B990 PhSO.sub.2 H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B991 CN H CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B992 CH.sub.3 CH.sub.3 CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B993 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3 H
OH CHC(O)OCH.sub.2CH.sub.3 B994 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3
CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B995 (CH.sub.3).sub.2CH
CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B996
(CH.sub.3).sub.3C CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3
B997 CH.sub.3S CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B998
CH.sub.3SO CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B999
CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3
B1000 Ph CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B1001
CH.sub.3O CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B1002
CH.sub.3OC(O) CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B1003
CH.sub.3CH.sub.2OC(O) CH.sub.3 CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B1004 CH.sub.2CHCH.sub.2 CH.sub.3 CH.sub.3
H OH CHC(O)OCH.sub.2CH.sub.3 B1005 HCCCH.sub.2 CH.sub.3 CH.sub.3 H
OH CHC(O)OCH.sub.2CH.sub.3 B1006 CF.sub.3 CH.sub.3 CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B1007 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3
CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B1008 (CH.sub.3).sub.2N
CH.sub.3 CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B1009 PhO CH.sub.3
CH.sub.3 H OH CHC(O)OCH.sub.2CH.sub.3 B1010 PhS CH.sub.3 CH.sub.3 H
OH CHC(O)OCH.sub.2CH.sub.3 B1011 PhSO CH.sub.3 CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B1012 PhSO.sub.2 CH.sub.3 CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B1013 CN CH.sub.3 CH.sub.3 H OH
CHC(O)OCH.sub.2CH.sub.3 B1014 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3
OH CHC(O)OCH.sub.2CH.sub.3 B1015 CH.sub.3CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1016 CH.sub.3CH.sub.2CH.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1017
(CH.sub.3).sub.2CH CH.sub.3 CH.sub.3 CH.sub.3 OH
CHC(O)OCH.sub.2CH.sub.3 B1018 (CH.sub.3).sub.3C CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1019 CH.sub.3S CH.sub.3
CH.sub.3 CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1020 CH.sub.3SO
CH.sub.3 CH.sub.3 CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1021
CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
CHC(O)OCH.sub.2CH.sub.3 B1022 Ph CH.sub.3 CH.sub.3 CH.sub.3 OH
CHC(O)OCH.sub.2CH.sub.3 B1023 CH.sub.3O CH.sub.3 CH.sub.3 CH.sub.3
OH CHC(O)OCH.sub.2CH.sub.3 B1024 CH.sub.3OC(O) CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1025 CH.sub.3CH.sub.2OC(O)
CH.sub.3 CH.sub.3 CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1026
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
CHC(O)OCH.sub.2CH.sub.3 B1027 HCCCH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1028 CF.sub.3 CH.sub.3
CH.sub.3 CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1029
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
CHC(O)OCH.sub.2CH.sub.3 B1030 (CH.sub.3).sub.2N CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1031 PhO CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1032 PhS CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1033 PhSO CH.sub.3 CH.sub.3
CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1034 PhSO.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1035 CN CH.sub.3
CH.sub.3 CH.sub.3 OH CHC(O)OCH.sub.2CH.sub.3 B1036 CH.sub.3CH.sub.2
CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1037
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1038 (CH.sub.3).sub.2CH CH.sub.3CH.sub.2 H
H OH CHC(O)OCH.sub.2CH.sub.3 B1039 (CH.sub.3).sub.3C
CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1040 CH.sub.3S
CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1041 CH.sub.3SO
CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1042
CH.sub.3SO.sub.2 CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3
B1043 Ph CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1044
CH.sub.3O CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1045
CH.sub.3OC(O) CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1046
CH.sub.3CH.sub.2OC(O) CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1047 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1048 HCCCH.sub.2
CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1049 CF.sub.3
CH.sub.3CH.sub.2 H H OH CHC(O)OCH.sub.2CH.sub.3 B1050
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1051 (CH.sub.3).sub.2N CH.sub.3CH.sub.2 H
H OH CHC(O)OCH.sub.2CH.sub.3 B1052 PhO CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1053 PhS CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1054 PhSO CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1055 PhSO.sub.2 CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1056 CN CH.sub.3CH.sub.2 H H OH
CHC(O)OCH.sub.2CH.sub.3 B1057 CH.sub.3OC(O) H H H OH CHPh B1058 H H
H H OH CHPh B1059 H H H H OH CH(CH.sub.2CH.sub.3) B1060 H H H H OH
CH(CH.sub.2CH.sub.2CH.sub.3) B1061 H H H H OH
CH(CH(CH.sub.3).sub.2) B1062 H H H H OH CH(C(CH.sub.3).sub.2) B1063
H H H H OH C(CH.sub.3).sub.2 B1064 H H H H OH CH(CF.sub.3) B1065
CH.sub.3OC(O) H H H OH C(CH.sub.3)(CF.sub.3) B1066 H H H H OH
C(CH.sub.3)(CF.sub.3) B1067 CH.sub.3OC(O) CH.sub.3O H H OH CH.sub.2
B1068 H CH.sub.3O H H OH CH.sub.2 B1069 CH.sub.3O CH.sub.3OC(O) H
CH.sub.3 OH CH.sub.2 B1070 CH.sub.3O H CH.sub.3 H OH CH.sub.2 B1071
Cl H H H OH CH.sub.2 B1072 F H H H OH CH.sub.2 B1073 H H H H OH
CH(OCH.sub.3).sub.2 B1074 H H H H OH CH.sub.2OSO.sub.2CH.sub.3
B1075 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1076
ClCH.sub.2CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1077
HO(CH.sub.2).sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1078
MsO(CH.sub.2).sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1079
HOCH(CH.sub.3)CH.sub.2 H H H OH CH.sub.2 B1080
MsOCH(CH.sub.3)CH.sub.2 H H H OH CH.sub.2 B1081 (CH.sub.3).sub.2CH
H CH.sub.3 CH.sub.3 OH CH.sub.2 B1082 HCCCH.sub.2 H CH.sub.3
CH.sub.3 OH CH.sub.2 B1083 H.sub.2C.dbd.CCH.sub.2 H CH.sub.3
CH.sub.3 OH CH.sub.2 B1084 H.sub.2C.dbd.C(CH.sub.3) H H H OH
CHCH.sub.3 B1085 H H H H OH CHCONHCH.sub.2Ph B1086 H H H H OH 91
B1087 CH.sub.3OC(O) CH.sub.3 H H OH C(CH.sub.3).sub.2 B1088 H H H H
OH 92 B1089 CH.sub.3CH.sub.2 H CH.sub.3 CH.sub.3 OH CH.sub.2 B1090
CH.sub.3OC(O) H H H OH CF.sub.3CH.sub.2CH.sub.2 B1091
CH.sub.3CH.sub.2S CH.sub.3CH.sub.2 CH.sub.3 H OH CH.sub.2 B1092
CH.sub.3S Ph CH.sub.3 H OH CH.sub.2 B1093 CH.sub.3CH.sub.2
CH.sub.3CH.sub.2 CH.sub.3 H OH CH.sub.2 B1094 CH.sub.3OC(O) H H H
OH C(CH.sub.3).sub.2 B1095 CH.sub.3 H H H OH C(CH.sub.3).sub.2
B1096 H H H H OH NCOCH.sub.2SCH.sub.3 B1097 93 H H H OH CH.sub.2
B1098 1,1-dimethylvinyl H H H OH CH.sub.2 B1099 94 H H H OH
CH.sub.2 B1100 H H H H --ONH + (CH.sub.2CH.sub.3).sub.3 CH.sub.2
B1101 H H H H --ONH + (CH.sub.2CH.sub.3).sub.3 CH(CH.sub.3) B1102 H
H H H PhS CH.sub.2 B1103 H H H H PhSO CH.sub.2 B1104 H H H H
PhSO.sub.2 CH.sub.2 B1105 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 Cl
C.dbd.O B1106 H H H H OH CHCH.sub.2CH(CH.sub.3).sub.2 B1107
CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3C(O)O C.dbd.O B1108
CH.sub.3OC(O)CH.sub.2 H H H OH CH.sub.2 B1109 CH.sub.3OC(O)CH.sub.2
CH.sub.3 H H OH CH.sub.2 B1110 CH.sub.3OC(O)CH.sub.2 CH.sub.3
CH.sub.3 H OH CH.sub.2 B1111 CH.sub.3OC(O)CH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH CH.sub.2 B1112 CH.sub.3OC(O)CH.sub.2 H
CH.sub.3 CH.sub.3 OH CH.sub.2 B1113 CH.sub.3OC(O)CH.sub.2 H H H OH
CH(CH.sub.3) B1114 CH.sub.3OC(O)CH.sub.2 CH.sub.3 H H OH
CH(CH.sub.3) B1115 CH.sub.3OC(O)CH.sub.2 CH.sub.3 CH.sub.3 H OH
CH(CH.sub.3) B1116 CH.sub.3OC(O)CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3
OH CH(CH.sub.3) B1117 CH.sub.3OC(O)CH.sub.2 H CH.sub.3 CH.sub.3 OH
CH(CH.sub.3) B1118 CH.sub.3OC(O)CH.sub.2 H H H OH C(CH.sub.3).sub.2
B1119 CH.sub.3OC(O)CH.sub.2 CH.sub.3 H H OH C(CH.sub.3).sub.2 B1120
CH.sub.3OC(O)CH.sub.2 CH.sub.3 CH.sub.3 H OH C(CH.sub.3).sub.2
B1121 CH.sub.3OC(O)CH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
C(CH.sub.3).sub.2 B1122 CH.sub.3OC(O)CH.sub.2 H CH.sub.3 CH.sub.3
OH C(CH.sub.3).sub.2 B1123 CH.sub.3CH.sub.2OC(O)CH.sub.2 H H H OH
CH.sub.2 B1124 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3 H H OH
CH.sub.2 B1125 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3 CH.sub.3 H OH
CH.sub.2 B1126 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3 CH.sub.3
CH.sub.3 OH CH.sub.2 B1127 CH.sub.3CH.sub.2OC(O)CH.sub.2 H CH.sub.3
CH.sub.3 OH CH.sub.2 B1128 CH.sub.3CH.sub.2OC(O)CH.sub.2 H H H OH
CH(CH.sub.3) B1129 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3 H H OH
CH(CH.sub.3) B1130 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3 CH.sub.3
H OH CH(CH.sub.3) B1131 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH CH(CH.sub.3) B1132
CH.sub.3CH.sub.2OC(O)CH.sub.2 H CH.sub.3 CH.sub.3 OH CH(CH.sub.3)
B1133 CH.sub.3CH.sub.2OC(O)CH.sub.2 H H H OH C(CH.sub.3).sub.2
B1134 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3 H H OH
C(CH.sub.3).sub.2 B1135 CH.sub.3CH.sub.2OC(O)CH.sub.2 CH.sub.3
CH.sub.3 H OH C(CH.sub.3).sub.2 B1136 CH.sub.3CH.sub.2OC(O)CH.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH C(CH.sub.3).sub.2 B1137
CH.sub.3CH.sub.2OC(O)CH.sub.H CH.sub.3 CH.sub.3 OH
C(CH.sub.3).sub.2 B1138 95 CH.sub.3 H H OH CH.sub.2 B1139
CH.sub.3SCH.sub.2 H H H OH CH.sub.2 B1140 CH.sub.3SCH.sub.2
CH.sub.3 H H OH CH.sub.2 B1141 CH.sub.3SCH.sub.2 CH.sub.3 CH.sub.3
H OH CH.sub.2 B1142 CH.sub.3SCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH
CH.sub.2 B1143 CH.sub.3SCH.sub.2 H CH.sub.3 CH.sub.3 OH CH.sub.2
B1144 CH.sub.3SOCH.sub.2 H H H OH CH.sub.2 B1145 CH.sub.3SOCH.sub.2
CH.sub.3 H H OH CH.sub.2 B1146 CH.sub.3SOCH.sub.2 CH.sub.3 CH.sub.3
H OH CH.sub.2 B1147 CH.sub.3SOCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3
OH CH.sub.2 B1148 CH.sub.3SOCH.sub.2 H CH.sub.3 CH.sub.3 OH
CH.sub.2 B1149 CH.sub.3SOCH.sub.2 H H H OH CH.sub.2 B1150
CH.sub.3SOCH.sub.2 CH.sub.3 H H OH CH.sub.2 B1151
CH.sub.3SOCH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B1152
CH.sub.3SOCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1153
CH.sub.3SOCH.sub.2 H CH.sub.3 CH.sub.3 OH CH.sub.2 B1154 HOCH.sub.2
H H H OH CH.sub.2 B1155 HOCH.sub.2 CH.sub.3 H H OH CH.sub.2 B1156
HOCH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B1157 HOCH.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1158 HOCH.sub.2 H CH.sub.3
CH.sub.3 OH CH.sub.2 B1159 NCCH.sub.2 H H H OH CH.sub.2 B1160
NCCH.sub.2 CH.sub.3 H H OH CH.sub.2 B1161 NCCH.sub.2 CH.sub.3
CH.sub.3 H OH CH.sub.2 B1162 NCCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3
OH CH.sub.2 B1163 NCCH.sub.2 H CH.sub.3 CH.sub.3 OH CH.sub.2 B1164
CH.sub.3C(O)OCH.sub.2 H H H OH CH.sub.2 B1165 CH.sub.3C(O)OCH.sub.2
CH.sub.3 H H OH CH.sub.2 B1166 CH.sub.3C(O)OCH.sub.2 CH.sub.3
CH.sub.3 H OH CH.sub.2 B1167 CH.sub.3C(O)OCH.sub.2 CH.sub.3
CH.sub.3 CH.sub.3 OH CH.sub.2 B1168 CH.sub.3C(O)OCH.sub.2 H
CH.sub.3 CH.sub.3 OH CH.sub.2 B1169 CH.sub.3OCH.sub.2 H H H OH
CH.sub.2 B1170 CH.sub.3OCH.sub.2 CH.sub.3 H H OH CH.sub.2 B1171
CH.sub.3OCH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B1172
CH.sub.3OCH.sub.2 CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1173
CH.sub.3OCH.sub.2 H CH.sub.3 CH.sub.3 OH CH.sub.2 B1174 PhCH.sub.2
H H H OH CH.sub.2 B1175 PhCH.sub.2 CH.sub.3 H H OH CH.sub.2 B1176
PhCH.sub.2 CH.sub.3 CH.sub.3 H OH CH.sub.2 B1177 PhCH.sub.2
CH.sub.3 CH.sub.3 CH.sub.3 OH CH.sub.2 B1178 PhCH.sub.2 H CH.sub.3
CH.sub.3 OH CH.sub.2 B1179 H H H H O--K+ CH.sub.2 B1180 H H H H
S(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1181 H H H H
S(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1182 H H H H
SO(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1183 H H H H
SO.sub.2(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1184 H H H H
NHSO.sub.2CH.sub.3 CH.sub.2 B1185 H H H H NH(CO)S(CH.sub.2).sub.7C-
H.sub.3 CH.sub.2 B1186 H H H H Cl CH.sub.2 B1187 H H H H NH.sub.2
CH.sub.2 B1188 H H H H OC(O)C(CH.sub.3).sub.3 CH.sub.2 B1189 H H H
H OC(O)CH.sub.3 CH.sub.2 B1190 H H H H OC(O)Ph CH.sub.2 B1191 H H H
H OC(O)-cyclopropyl CH.sub.2 B1192 H H H H OC(O)CH.sub.2CH.sub.3
CH.sub.2 B1193 H H H H OC(O)OH.dbd.OH.sub.2 CH.sub.2 B1194 H H H H
OC(O)CH.dbd.CHCH.sub.3 CH.sub.2 B1195 H H H H OC(O)SCH.sub.3
CH.sub.2 B1196 H H H H OC(O)S(CH.sub.2).sub.7CH.sub.3 CH.sub.2
B1197 H H H H OC(O)OCH.sub.2CH.sub.3 CH.sub.2 B1198 H H H H
OC(O)N(CH.sub.2CH.sub.3).sub.2 CH.sub.2 B1199 H H H H
S-(4-Cl-phenyl) CH.sub.2 B1200 H H H H SO-(4-Cl-phenyl) CH.sub.2
B1201 H H H H SO.sub.2-(4-Cl-phenyl) CH.sub.2 B1202 H H H H
S-(4-CF.sub.3-phenyl) CH.sub.2 B1203 H H H H SO-(4-CF.sub.3-phenyl)
CH.sub.2 B1204 H H H H SO.sub.2-(4-CF.sub.3-phenyl) CH.sub.2 B1205
H H H H S-(4-NO.sub.2phenyl) CH.sub.2 B1206 H H H H
SO-(4-NO.sub.2phenyl) CH.sub.2 B1207 H H H H
SO.sub.2-(4-NO.sub.2phenyl) CH.sub.2 B1208 H H H H 96 CH.sub.2
B1209 H H H H 97 CH.sub.2 B1210 H H H H 98 CH.sub.2 B1211 H H H H
99 CH.sub.2 B1212 H H H H 100 CH.sub.2 B1179 CH.sub.3 CH.sub.3 H H
O--K+ CH.sub.2 B1180 CH.sub.3 CH.sub.3 H H
S(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1181 CH.sub.3 CH.sub.3 H H
SO(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1182 CH.sub.3 CH.sub.3 H H
SO.sub.2(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1183 CH.sub.3 CH.sub.3 H
H SO.sub.2(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1184 CH.sub.3 CH.sub.3
H H NHSO.sub.2CH.sub.3 CH.sub.2 B1185 CH.sub.3 CH.sub.3 H H
NH(CO)S(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1186 CH.sub.3 CH.sub.3 H
H Cl CH.sub.2 B1187 CH.sub.3 CH.sub.3 H H NH.sub.2 CH.sub.2 B1188
CH.sub.3 CH.sub.3 H H OC(O)C(CH.sub.3).sub.3 CH.sub.2 B1189
CH.sub.3 CH.sub.3 H H OC(O)CH.sub.3 CH.sub.2 B1190 CH.sub.3
CH.sub.3 H H OC(O)Ph CH.sub.2 B1191 CH.sub.3 CH.sub.3 H H
OC(O)-cyclopropyl CH.sub.2 B1192 CH.sub.3 CH.sub.3 H H
OC(O)CH.sub.2CH.sub.3 CH.sub.2 B1193 CH.sub.3 CH.sub.3 H H
OC(O)CH.dbd.CH.sub.2 CH.sub.2 B1194 CH.sub.3 CH.sub.3 H H
OC(O)CH.dbd.CHCH.sub.3 CH.sub.2 B1195 CH.sub.3 CH.sub.3 H H
OC(O)SCH.sub.3 CH.sub.2 B1196 CH.sub.3 CH.sub.3 H H
OC(O)S(CH.sub.2).sub.7CH.sub.3 CH.sub.2 B1197 CH.sub.3 CH.sub.3 H H
OC(O)OCH.sub.2CH.sub.3 CH.sub.2 B1198 CH.sub.3 CH.sub.3 H H
OC(O)N(CH.sub.2CH.sub.3).sub.2 CH.sub.2 B1199 CH.sub.3 CH.sub.3 H H
S-(4-Cl-phenyl) CH.sub.2 B1200 CH.sub.3 CH.sub.3 H H
SO-(4-Cl-phenyl) CH.sub.2 B1201 CH.sub.3 CH.sub.3 H H
SO.sub.2-(4-Cl-Phenyl) CH.sub.2 B1202 CH.sub.3 CH.sub.3 H H
S-(4-CF.sub.3-Phenyl) CH.sub.2 B1203 CH.sub.3 CH.sub.3 H H
SO-(4-CF.sub.3-Phenyl) CH.sub.2 B1204 CH.sub.3 CH.sub.3 H H
SO.sub.2-(4-CF.sub.3-Phenyl) CH.sub.2 B1205 CH.sub.3 CH.sub.3 H H
S-(4-NO.sub.2-Phenyl) CH.sub.2 B1206 CH.sub.3 CH.sub.3 H H
SO-(4-NO.sub.2-Phenyl) CH.sub.2 B1207 CH.sub.3 CH.sub.3 H H
SO.sub.2-(4-NO.sub.2-Phenyl) CH.sub.2 B1208 CH.sub.3 CH.sub.3 H H
101 CH.sub.2 B1209 CH.sub.3 CH.sub.3 H H 102 CH.sub.2 B1210
CH.sub.3 CH.sub.3 H H 103 CH.sub.2 B1211 CH.sub.3 CH.sub.3 H H 104
CH.sub.2 B1212 CH.sub.3 CH.sub.3 H H 105 CH.sub.2 B1213 H H H H OH
--CH.sub.2CH.sub.2-- B1214 CH.sub.3 H H H OH --CH.sub.2CH.sub.2--
B1215 CH.sub.3 CH.sub.3 H H OH --CH.sub.2CH.sub.2-- B1216 CH.sub.3
CH.sub.3 CH.sub.3 H OH --CH.sub.2CH.sub.2-- B1217 CH.sub.3 CH.sub.3
CH.sub.3 CH.sub.3 OH --CH.sub.2CH.sub.2--
[0221]
3TABLE 3 In Table 3 which follows, Q is Q.sub.2 (Q.sub.2) 106 and
Q.sub.2 the radicals C which follow: Radicals C: Radical R.sub.6
R.sub.7 R.sub.16 R.sub.10 p W C1 H H H OH 1 CH.sub.2 C2 CH.sub.3 H
H OH 1 CH.sub.2 C3 CH.sub.3CH.sub.2 H H OH 1 CH.sub.2 C4
CH.sub.3CH.sub.2CH.sub.2 H H OH 1 CH.sub.2 C5 (CH.sub.3).sub.2CH H
H OH 1 CH.sub.2 C6 (CH.sub.3).sub.3C H H OH 1 CH.sub.2 C7 CH.sub.3S
H H OH 1 CH.sub.2 C8 CH.sub.3SO H H OH 1 CH.sub.2 C9
CH.sub.3SO.sub.2 H H OH 1 CH.sub.2 C10 Ph H H OH 1 CH.sub.2 C11
CH.sub.3O H H OH 1 CH.sub.2 C12 CH.sub.3OC(O) H H OH 1 CH.sub.2 C13
CH.sub.3CH.sub.2OC(O) H H OH 1 CH.sub.2 C14 CH.sub.2.dbd.CHCH.sub.2
H H OH 1 CH.sub.2 C15 HCCCH.sub.2 H H OH 1 CH.sub.2 C16 CF.sub.3 H
H OH 1 CH.sub.2 C17 (CH.sub.3).sub.2NSO.sub.2 H H OH 1 CH.sub.2 C18
(CH.sub.3).sub.2N H H OH 1 CH.sub.2 C19 PhO H H OH 1 CH.sub.2 C20
PhS H H OH 1 CH.sub.2 C21 PhSO H H OH 1 CH.sub.2 C22 PhSO.sub.2 H H
OH 1 CH.sub.2 C23 CN H H OH 1 CH.sub.2 C24 CH.sub.3 CH.sub.3 H OH 1
CH.sub.2 C25 CH.sub.3CH.sub.2 CH.sub.3 H OH 1 CH.sub.2 C26
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H OH 1 CH.sub.2 C27
(CH.sub.3).sub.2CH CH.sub.3 H OH 1 CH.sub.2 C28 (CH.sub.3).sub.3C
CH.sub.3 H OH 1 CH.sub.2 C29 CH.sub.3S CH.sub.3 H OH 1 CH.sub.2 C30
CH.sub.3SO CH.sub.3 H OH 1 CH.sub.2 C31 CH.sub.3SO.sub.2 CH.sub.3 H
OH 1 CH.sub.2 C32 Ph CH.sub.3 H OH 1 CH.sub.2 C33 CH.sub.3O
CH.sub.3 H OH 1 CH.sub.2 C34 CH.sub.3OC(O) CH.sub.3 H OH 1 CH.sub.2
C35 CH.sub.3CH.sub.2OC(O) CH.sub.3 H OH 1 CH.sub.2 C36
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H OH 1 CH.sub.2 C37 HCCCH.sub.2
CH.sub.3 H OH 1 CH.sub.2 C38 CF.sub.3 CH.sub.3 H OH 1 CH.sub.2 C39
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H OH 1 CH.sub.2 C40
(CH.sub.3).sub.2N CH.sub.3 H OH 1 CH.sub.2 C41 PhO CH.sub.3 H OH 1
CH.sub.2 C42 PhS CH.sub.3 H OH 1 CH.sub.2 C43 PhSO CH.sub.3 H OH 1
CH.sub.2 C44 PhSO.sub.2 CH.sub.3 H OH 1 CH.sub.2 C45 CN CH.sub.3 H
OH 1 CH.sub.2 C46 H H H OH 4 CH.sub.2 C47 CH.sub.3 H H OH 4
CH.sub.2 C48 CH.sub.3CH.sub.2 H H OH 4 CH.sub.2 C49
CH.sub.3CH.sub.2CH.sub.2 H H OH 4 CH.sub.2 C50 (CH.sub.3).sub.2CH H
H OH 4 CH.sub.2 C51 (CH.sub.3).sub.3C H H OH 4 CH.sub.2 C52
CH.sub.3S H H OH 4 CH.sub.2 C53 CH.sub.3SO H H OH 4 CH.sub.2 C54
CH.sub.3SO.sub.2 H H OH 4 CH.sub.2 C55 Ph H H OH 4 CH.sub.2 C56
CH.sub.3O H H OH 4 CH.sub.2 C57 CH.sub.3OC(O) H H OH 4 CH.sub.2 C58
CH.sub.3CH.sub.2OC(O) H H OH 4 CH.sub.2 C59 CH.sub.2.dbd.CHCH.sub.2
H H OH 4 CH.sub.2 C60 HCCCH.sub.2 H H OH 4 CH.sub.2 C61 CF.sub.3 H
H OH 4 CH.sub.2 C62 (CH.sub.3).sub.2NSO.sub.2 H H OH 4 CH.sub.2 C63
(CH.sub.3).sub.2N H H OH 4 CH.sub.2 C64 PhO H H OH 4 CH.sub.2 C65
PhS H H OH 4 CH.sub.2 C66 PhSO H H OH 4 CH.sub.2 C67 PhSO.sub.2 H H
OH 4 CH.sub.2 C68 CN H H OH 4 CH.sub.2 C69 CH.sub.3 CH.sub.3 H OH 4
CH.sub.2 C70 CH.sub.3CH.sub.2 CH.sub.3 H OH 4 CH.sub.2 C71
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H OH 4 CH.sub.2 C72
(CH.sub.3).sub.2CH CH.sub.3 H OH 4 CH.sub.2 C73 (CH.sub.3).sub.3C
CH.sub.3 H OH 4 CH.sub.2 C74 CH.sub.3S CH.sub.3 H OH 4 CH.sub.2 C75
CH.sub.3SO CH.sub.3 H OH 4 CH.sub.2 C76 CH.sub.3SO.sub.2 CH.sub.3 H
OH 4 CH.sub.2 C77 Ph CH.sub.3 H OH 4 CH.sub.2 C78 CH.sub.3O
CH.sub.3 H OH 4 CH.sub.2 C79 CH.sub.3OC(O) CH.sub.3 H OH 4 CH.sub.2
C80 CH.sub.3CH.sub.2OC(O) CH.sub.3 H OH 4 CH.sub.2 C81
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H OH 4 CH.sub.2 C82 HCCCH.sub.2
CH.sub.3 H OH 4 CH.sub.2 C83 CF.sub.3 CH.sub.3 H OH 4 CH.sub.2 C84
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H OH 4 CH.sub.2 C85
(CH.sub.3).sub.2N CH.sub.3 H OH 4 CH.sub.2 C86 PhO CH.sub.3 H OH 4
CH.sub.2 C87 PhS CH.sub.3 H OH 4 CH.sub.2 C88 PhSO CH.sub.3 H OH 4
CH.sub.2 C89 PhSO.sub.2 CH.sub.3 H OH 4 CH.sub.2 C90 CN CH.sub.3 H
OH 4 CH.sub.2 C91 H H H OH 3 CH.sub.2 C92 CH.sub.3 H H OH 3
CH.sub.2 C93 CH.sub.3CH.sub.2 H H OH 3 CH.sub.2 C94
CH.sub.3CH.sub.2CH.sub.2 H H OH 3 CH.sub.2 C95 (CH.sub.3).sub.2CH H
H OH 3 CH.sub.2 C96 (CH.sub.3).sub.3C H H OH 3 CH.sub.2 C97
CH.sub.3S H H OH 3 CH.sub.2 C98 CH.sub.3SO H H OH 3 CH.sub.2 C99
CH.sub.3SO.sub.2 H H OH 3 CH.sub.2 C100 Ph H H OH 3 CH.sub.2 C101
CH.sub.3O H H OH 3 CH.sub.2 C102 CH.sub.3OC(O) H H OH 3 CH.sub.2
C103 CH.sub.3CH.sub.2OC(O) H H OH 3 CH.sub.2 C104
CH.sub.2.dbd.CHCH.sub.2 H H OH 3 CH.sub.2 C105 HCCCH.sub.2 H H OH 3
CH.sub.2 C106 CF.sub.3 H H OH 3 CH.sub.2 C107
(CH.sub.3).sub.2NSO.sub.2 H H OH 3 CH.sub.2 C108 (CH.sub.3).sub.2N
H H OH 3 CH.sub.2 C109 PhO H H OH 3 CH.sub.2 C110 PhS H H OH 3
CH.sub.2 C111 PhSO H H OH 3 CH.sub.2 C112 PhSO.sub.2 H H OH 3
CH.sub.2 C113 CN H H OH 3 CH.sub.2 C114 CH.sub.3 CH.sub.3 H OH 3
CH.sub.2 C115 CH.sub.3CH.sub.2 CH.sub.3 H OH 3 CH.sub.2 C116
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H OH 3 CH.sub.2 C117
(CH.sub.3).sub.2CH CH.sub.3 H OH 3 CH.sub.2 C118 (CH.sub.3).sub.3C
CH.sub.3 H OH 3 CH.sub.2 C119 CH.sub.3S CH.sub.3 H OH 3 CH.sub.2
C120 CH.sub.3SO CH.sub.3 H OH 3 CH.sub.2 C121 CH.sub.3SO.sub.2
CH.sub.3 H OH 3 CH.sub.2 C122 Ph CH.sub.3 H OH 3 CH.sub.2 C123
CH.sub.3O CH.sub.3 H OH 3 CH.sub.2 C124 CH.sub.3OC(O) CH.sub.3 H OH
3 CH.sub.2 C125 CH.sub.3CH.sub.2OC(O) CH.sub.3 H OH 3 CH.sub.2 C126
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H OH 3 CH.sub.2 C127 HCCCH.sub.2
CH.sub.3 H OH 3 CH.sub.2 C128 CF.sub.3 CH.sub.3 H OH 3 CH.sub.2
C129 (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 H OH 3 CH.sub.2 C130
(CH.sub.3).sub.2N CH.sub.3 H OH 3 CH.sub.2 C131 PhO CH.sub.3 H OH 3
CH.sub.2 C132 PhS CH.sub.3 H OH 3 CH.sub.2 C133 PhSO CH.sub.3 H OH
3 CH.sub.2 C134 PhSO.sub.2 CH.sub.3 H OH 3 CH.sub.2 C135 CN
CH.sub.3 H OH 3 CH.sub.2 C136 CH.sub.3CH.sub.2 CH.sub.3CH.sub.2 H
OH 1 CH.sub.2 C137 H H H OH 1 CH(CH.sub.3) C138 CH.sub.3 H H OH 1
CH(CH.sub.3) C139 CH.sub.3 CH.sub.3 H OH 1 CH(CH.sub.3) C140
CH.sub.2CH.sub.3 H H OH 1 CH(CH.sub.3) C141 CH.sub.2CH.sub.3
CH.sub.3 H OH 1 CH(CH.sub.3) C142 CH.sub.3CH.sub.2 CH.sub.3CH.sub.2
H OH 1 CH(CH.sub.3) C143 H H CH.sub.3 OH 1 CH.sub.2 C144 CH.sub.3
CH.sub.3 CH.sub.3 OH 1 CH.sub.2 C145 CH.sub.3CH.sub.2
CH.sub.3CH.sub.2 CH.sub.3 OH 1 CH.sub.2 C146 H H H OH 2 CH.sub.2
C147 CH.sub.3 CH.sub.3 H OH 2 CH.sub.2 C148 CH.sub.3CH.sub.2
CH.sub.3CH.sub.2 H OH 2 CH.sub.2 C149 H H H OH 5 CH.sub.2 C150
CH.sub.3 CH.sub.3 H OH 5 CH.sub.2 C151 CH.sub.3CH.sub.2
CH.sub.3CH.sub.2 H OH 5 CH.sub.2 C152 CH.sub.3 H H OH 2
CH.sub.2
[0222]
4TABLE 4 In Table 4 which follows, Q is Q.sub.3 (Q.sub.3) 107 and
Q.sub.3 the following radicals D: Radicals D: Radical R.sub.6
R.sub.7 R.sub.8 R.sub.12 R.sub.10 o D1 H H H H OH 2 D2 CH.sub.3 H H
H OH 2 D3 CH.sub.3CH.sub.2 H H H OH 2 D4 CH.sub.3CH.sub.2CH.sub.2 H
H H OH 2 D5 (CH.sub.3).sub.2CH H H H OH 2 D6 (CH.sub.3).sub.3C H H
H OH 2 D7 CH.sub.3S H H H OH 2 D8 CH.sub.3SO H H H OH 2 D9
CH.sub.3SO.sub.2 H H H OH 2 D10 Ph H H H OH 2 D11 CH.sub.3O H H H
OH 2 D12 CH.sub.2.dbd.CHCH.sub.2 H H H OH 2 D13 HCCCH.sub.2 H H H
OH 2 D14 CF.sub.3 H H H OH 2 D15 PhO H H H OH 2 D16 PhS H H H OH 2
D17 PhSO H H H OH 2 D18 PhSO.sub.2 H H H OH 2 D19 CH.sub.3 CH.sub.3
H H OH 2 D20 CH.sub.3CH.sub.2 CH.sub.3 H H OH 2 D21
CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH 2 D22 (CH.sub.3).sub.2CH
CH.sub.3 H H OH 2 D23 (CH.sub.3).sub.3C CH.sub.3 H H OH 2 D24
CH.sub.3S CH.sub.3 H H OH 2 D25 CH.sub.3SO CH.sub.3 H H OH 2 D26
CH.sub.3SO.sub.2 CH.sub.3 H H OH 2 D27 Ph CH.sub.3 H H OH 2 D28
CH.sub.3O CH.sub.3 H H OH 2 D29 CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 H
H OH 2 D30 HCCCH.sub.2 CH.sub.3 H H OH 2 D31 CF.sub.3 CH.sub.3 H H
OH 2 D32 PhO CH.sub.3 H H OH 2 D33 PhS CH.sub.3 H H OH 2 D34 PhSO
CH.sub.3 H H OH 2 D35 PhSO.sub.2 CH.sub.3 H H OH 2 D36 H H H H OH 3
D37 CH.sub.3 H H H OH 3 D38 CH.sub.3CH.sub.2 H H H OH 3 D39
CH.sub.3CH.sub.2CH.sub.2 H H H OH 3 D40 (CH.sub.3).sub.2CH H H H OH
3 D41 (CH.sub.3).sub.3C H H H OH 3 D42 CH.sub.3S H H H OH 3 ` D43
CH.sub.3SO H H H OH 3 D44 CH.sub.3SO.sub.2 H H H OH 3 D45 Ph H H H
OH 3 D46 CH.sub.3O H H H OH 3 D47 CH.sub.2.dbd.CHCH.sub.2 H H H OH
3 D48 HCCCH.sub.2 H H H OH 3 D49 CF.sub.3 H H H OH 3 D50 PhO H H H
OH 3 D51 PhS H H H OH 3 D52 PhSO H H H OH 3 D53 PhSO.sub.2 H H H OH
3 D54 CH.sub.3 CH.sub.3 H H OH 3 D55 CH.sub.3CH.sub.2 CH.sub.3 H H
OH 3 D56 CH.sub.3CH.sub.2CH.sub.2 CH.sub.3 H H OH 3 D57
(CH.sub.3).sub.2CH CH.sub.3 H H OH 3 D58 (CH.sub.3).sub.3C CH.sub.3
H H OH 3 D59 CH.sub.3S CH.sub.3 H H OH 3 D60 CH.sub.3SO CH.sub.3 H
H OH 3 D61 CH.sub.3SO.sub.2 CH.sub.3 H H OH 3 D62 Ph CH.sub.3 H H
OH 3 D63 CH.sub.3O CH.sub.3 H H OH 3 D64 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3 H H OH 3 D65 HCCCH.sub.2 CH.sub.3 H H OH 3 D66 CF.sub.3
CH.sub.3 H H OH 3 D67 PhO CH.sub.3 H H OH 3 D68 PhS CH.sub.3 H H OH
3 D69 PhSO CH.sub.3 H H OH 3 D70 PhSO.sub.2 CH.sub.3 H H OH 3 D71 H
H H H OH 4 D72 CH.sub.3 H H H OH 4 D73 CH.sub.3CH.sub.2 H H H OH 4
D74 CH.sub.3CH.sub.2CH.sub.2 H H H OH 4 D75 (CH.sub.3).sub.2CH H H
H OH 4 D76 (CH.sub.3).sub.3C H H H OH 4 D77 CH.sub.3S H H H OH 4
D78 CH.sub.3SO H H H OH 4 D79 CH.sub.3SO.sub.2 H H H OH 4 D80 Ph H
H H OH 4 D81 CH.sub.3O H H H OH 4 D82 CH.sub.2.dbd.CHCH.sub.2 H H H
OH 4 D83 HCCCH.sub.2 H H H OH 4 D84 CF.sub.3 H H H OH 4 D85 PhO H H
H OH 4 D86 PhS H H H OH 4 D87 PhSO H H H OH 4 D88 PhSO.sub.2 H H H
OH 4 D89 CH.sub.3 CH.sub.3 H H OH 4 D90 CH.sub.3CH.sub.2 CH.sub.3 H
H OH 4 D91 CH.sub.3CH.sub.2CH.sub.- 2 CH.sub.3 H H OH 4 D92
(CH.sub.3).sub.2CH CH.sub.3 H H OH 4 D93 (CH.sub.3).sub.3C CH.sub.3
H H OH 4 D94 CH.sub.3S CH.sub.3 H H OH 4 D95 CH.sub.3SO CH.sub.3 H
H OH 4 D96 CH.sub.3SO.sub.2 CH.sub.3 H H OH 4 D97 Ph CH.sub.3 H H
OH 4 D98 CH.sub.3O CH.sub.3 H H OH 4 D99 CH.sub.2.dbd.CHCH.sub.2
CH.sub.3 H H OH 4 D100 HCCCH.sub.2 CH.sub.3 H H OH 4 D101 CF.sub.3
CH.sub.3 H H OH 4 D102 PhO CH.sub.3 H H OH 4 D103 PhS CH.sub.3 H H
OH 4 D104 PhSO CH.sub.3 H H OH 4 D105 PhSO.sub.2 CH.sub.3 H H OH 4
D106 H H H CH.sub.3 OH 4 D107 H H H CH.sub.3 OH 3 D108 H H H H OH 1
D109 CH.sub.3 H H H OH 1 D110 CH.sub.3OC(O) CH.sub.3 H H OH 1 D111
CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH 1 D112 CH.sub.3O CH.sub.3 H H
OH 1 D113 CH.sub.3S CH.sub.3 H H OH 1 D114 CH.sub.3SO CH.sub.3 H H
OH 1 D115 CH.sub.3SO.sub.2 CH.sub.3 H H OH 1 D116 CH.sub.3CH.sub.2
H H H OH 1 D117 CH.sub.3OC(O) CH.sub.3CH.sub.2 H H OH 1 D118
CH.sub.3CH.sub.2OC(O) CH.sub.3CH.sub.2 H H OH 1 D119 CH.sub.3O
CH.sub.3CH.sub.2 H H OH 1 D120 CH.sub.3S CH.sub.3CH.sub.2 H H OH 1
D121 CH.sub.3SO CH.sub.3CH.sub.2 H H OH 1 D122 CH.sub.3SO.sub.2
CH.sub.3CH.sub.2 H H OH 1 D123 CH.sub.3CH.sub.2S CH.sub.3 H H OH 1
D124 CH.sub.3CH.sub.2SO CH.sub.3 H H OH 1 D125
CH.sub.3CH.sub.2SO.sub.2 CH.sub.3 H H OH 1 D126 CH.sub.3CH.sub.2S
CH.sub.3CH.sub.2 H H OH 1 D127 CH.sub.3CH.sub.2SO CH.sub.3CH.sub.2
H H OH 1 D128 CH.sub.3CH.sub.2SO.sub.2 CH.sub.3CH.sub.2 H H OH 1
D129 H H CH.sub.3 H OH 1 D130 CH.sub.3 H CH.sub.3 H OH 1 D131
CH.sub.3OC(O) CH.sub.3 CH.sub.3 H OH 1 D132 CH.sub.3CH.sub.2OC(O)
CH.sub.3 CH.sub.3 H OH 1 D133 CH.sub.3O CH.sub.3 CH.sub.3 H OH 1
D134 CH.sub.3S CH.sub.3 CH.sub.3 H OH 1 D135 CH.sub.3SO CH.sub.3
CH.sub.3 H OH 1 D136 CH.sub.3SO.sub.2 CH.sub.3 CH.sub.3 H OH 1 D137
H H H CH.sub.3 OH 1 D138 CH.sub.3 H H CH.sub.3 OH 1 D139 H H
CH.sub.3 CH.sub.3 OH 1 D140 CH.sub.3CH.sub.2OC(O) CH.sub.3 H H OH
4
[0223]
5TABLE 5 In Table 5 which follows, Q is Q.sub.4 (Q.sub.4) 108 and
Q.sub.4 the following radicals E: Radicals E: Radical R.sub.6
R.sub.7 R.sub.10 X Y W q E1 H H OH S CH.sub.2 CH.sub.2 2 E2
CH.sub.3 H OH S CH.sub.2 CH.sub.2 2 E3 CH.sub.3 CH.sub.3 OH S
CH.sub.2 CH.sub.2 2 E4 CH.sub.3OC(O) H OH S CH.sub.2 CH.sub.2 2 E5
CH.sub.3 CH.sub.3OC(O) OH S CH.sub.2 CH.sub.2 2 E6 H H OH SO
CH.sub.2 CH.sub.2 2 E7 CH.sub.3 H OH SO CH.sub.2 CH.sub.2 2 E8
CH.sub.3 CH.sub.3 OH SO CH.sub.2 CH.sub.2 2 E9 CH.sub.3OC(O) H OH
SO CH.sub.2 CH.sub.2 2 E10 CH.sub.3 CH.sub.3OC(O) OH SO CH.sub.2
CH.sub.2 2 E11 H H OH SO.sub.2 CH.sub.2 CH.sub.2 2 E12 CH.sub.3 H
OH SO.sub.2 CH.sub.2 CH.sub.2 2 E13 CH.sub.3 CH.sub.3 OH SO.sub.2
CH.sub.2 CH.sub.2 2 E14 CH.sub.3OC(O) H OH SO.sub.2 CH.sub.2
CH.sub.2 2 E15 CH.sub.3 CH.sub.3OC(O) OH SO.sub.2 CH.sub.2 CH.sub.2
2 E16 H H OH CO O CH.sub.2 2 E17 CH.sub.3 H OH CO O CH.sub.2 2 E18
CH.sub.3 CH.sub.3 OH CO O CH.sub.2 2 E19 CH.sub.3OC(O) H OH CO O
CH.sub.2 2 E20 CH.sub.3 CH.sub.3OC(O) OH CO O CH.sub.2 2 E21 H H OH
CO O CH.sub.2 2 E22 CH.sub.3 H OH CO O CH.sub.2 2 E23 CH.sub.3
CH.sub.3 OH CO O CH.sub.2 2 E24 CH.sub.3OC(O) H OH CO O CH.sub.2 2
E25 CH.sub.3 CH.sub.3OC(O) OH CO O CH.sub.2 2 E26 H H OH CO O
CH.sub.2 2 E27 CH.sub.3 H OH CO O CH.sub.2 2 E28 CH.sub.3 CH.sub.3
OH CO O CH.sub.2 2 E29 CH.sub.3OC(O) H OH CO O CH.sub.2 2 E30
CH.sub.3 CH.sub.3OC(O) OH CO O CH.sub.2 2
[0224]
6TABLE 6 In Table 6 which follows, Q is Q.sub.5 (Q.sub.5) 109 and
Q.sub.5 the radicals F which follow: Radicals F: Radical R.sub.6
R.sub.7 R.sub.8 R.sub.10 F1 H H H OH F2 CH.sub.3 H H OH F3 CH.sub.3
CH.sub.3 H OH F4 CH.sub.3 CH.sub.3 CH.sub.3 OH F5 H H CH.sub.3 OH
F6 H CH.sub.3 CH.sub.3 OH
[0225]
7TABLE 7 Compounds of the formula Ia (Ia) 110 Comp. No. R.sub.2
R.sub.3 R.sub.4 R.sub.5 Q.sub.1 p A1 H H H CF.sub.3 B24 0 A2
CH.sub.3 H H CF.sub.3 B24 0 A3 CH.sub.3CH.sub.2 H H CF.sub.3 B24 0
A4 (CH.sub.3).sub.2CH H H CF.sub.3 B24 0 A5 (CH.sub.3).sub.3C H H
CF.sub.3 B24 0 A6 cyclopropyl H H CF.sub.3 B24 0 A7
CH.sub.3(CH.sub.2).sub.2 H H CF.sub.3 B24 0 A8 CH.sub.3OCH.sub.2 H
H CF.sub.3 B24 0 A9 CH.sub.3O(CH.sub.2).sub.2 H H CF.sub.3 B24 0
A10 Ph H H CF.sub.3 B24 0 A11 PhO H H CF.sub.3 B24 0 A12 PhS H H
CF.sub.3 B24 0 A13 PhSO H H CF.sub.3 B24 0 A14 PhSO.sub.2 H H
CF.sub.3 B24 0 A15 CH.sub.3S H H CF.sub.3 B24 0 A16 CH.sub.3SO H H
CF.sub.3 B24 0 A17 CF.sub.3 H H CF.sub.3 B24 0 A18 F.sub.2CH H H
CF.sub.3 B24 0 A19 HCC H H CF.sub.3 B24 0 A20 CH.sub.3CC H H
CF.sub.3 B24 0 A21 CH.sub.2.dbd.CH H H CF.sub.3 B24 0 A22
CH.sub.2.dbd.CHCH.sub.2 H H CF.sub.3 B24 0 A23
CH.sub.3SO.sub.2N(CH.sub.3) H H CF.sub.3 B24 0 A24
(CH.sub.3).sub.2N H H CF.sub.3 B24 0 A25 (CH.sub.3).sub.2NSO.sub.2
H H CF.sub.3 B24 0 A26 ClCH.sub.2 H H CF.sub.3 B24 0 A27
CH.sub.3SCH.sub.2 H H CF.sub.3 B24 0 A28 CH.sub.3SOCH.sub.2 H H
CF.sub.3 B24 0 A29 CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.3 B24 0 A30
[1.2.4]-triazol-1- H H CF.sub.3 B24 0 ylmethyl A31 CH.sub.3
CF.sub.3 H CH.sub.3 B24 0 A32 CH.sub.3 CH.sub.3 H CF.sub.3 B24 0
A33 H H H CF.sub.3CF.sub.2 B24 0 A34 CH.sub.3 H H CF.sub.3CF.sub.2
B24 0 A35 CH.sub.3CH.sub.2 H H CF.sub.3CF.sub.2 B24 0 A36
cyclopropyl H H CF.sub.3CF.sub.2 B24 0 A37 (CH.sub.3).sub.3C H H
CF.sub.3CF.sub.2 B24 0 A38 (CH.sub.3).sub.2CH H H CF.sub.3CF.sub.2
B24 0 A39 CH.sub.3(CH.sub.2).sub.2 H H CF.sub.3CF.sub.2 B24 0 A40
CH.sub.3OCH.sub.2 H H CF.sub.3CF.sub.2 B24 0 A41
CH.sub.3O(CH.sub.2).sub.2 H H CF.sub.3CF.sub.2 B24 0 A42 Ph H H
CF.sub.3CF.sub.2 B24 0 A43 PhO H H CF.sub.3CF.sub.2 B24 0 A44 PhS H
H CF.sub.3CF.sub.2 B24 0 A45 PhSO H H CF.sub.3CF.sub.2 B24 0 A46
PhSO.sub.2 H H CF.sub.3CF.sub.2 B24 0 A47 CH.sub.3S H H
CF.sub.3CF.sub.2 B24 0 A48 CH.sub.3SO H H CF.sub.3CF.sub.2 B24 0
A49 CF.sub.3 H H CF.sub.3CF.sub.2 B24 0 A50 F.sub.2CH H H
CF.sub.3CF.sub.2 B24 0 A51 HCC H H CF.sub.3CF.sub.2 B24 0 A52
CH.sub.3CC H H CF.sub.3CF.sub.2 B24 0 A53 CH.sub.2.dbd.CH H H
CF.sub.3CF.sub.2 B24 0 A54 CH.sub.2.dbd.CHCH.sub.2 H H
CF.sub.3CF.sub.2 B24 0 A55 CH.sub.3SO.sub.2N(CH.sub.3) H H
CF.sub.3CF.sub.2 B24 0 A56 (CH.sub.3).sub.2N H H CF.sub.3CF.sub.2
B24 0 A57 (CH.sub.3).sub.2NSO.sub.2 H H CF.sub.3CF.sub.2 B24 0 A58
ClCH.sub.2 H H CF.sub.3CF.sub.2 B24 0 A59 CH.sub.3SCH.sub.2 H H
CF.sub.3CF.sub.2 B24 0 A60 CH.sub.3SOCH.sub.2 H H CF.sub.3CF.sub.2
B24 0 A61 CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.3CF.sub.2 B24 0 A62
[1.2.4]-triazol-1- H H CF.sub.3CF.sub.2 B24 0 ylmethyl A63 H H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A64 CH.sub.3 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A65 CH.sub.3CH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A66 cyclopropyl H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A67 (CH.sub.3).sub.3C H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A68 (CH.sub.3).sub.2CH H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A69 CH.sub.3(CH.sub.2).sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A70 CH.sub.3OCH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A71 CH.sub.3O(CH.sub.2).sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A72 Ph H H CF.sub.3CF.sub.2CF.sub.2
B24 0 A73 PhO H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A74 PhS H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A75 PhSO H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A76 PhSO.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A77 CH.sub.3S H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A78 CH.sub.3SO H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A79 CF.sub.3 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A80 F.sub.2CH H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A81 HCC H H CF.sub.3CF.sub.2CF.sub.-
2 B24 0 A82 CH.sub.3CC H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A83
CH.sub.2.dbd.CH H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A84
CH.sub.2.dbd.CHCH.sub.2 H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A85
CH.sub.3SO.sub.2N(CH.sub.3) H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A86
(CH.sub.3).sub.2N H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A87
(CH.sub.3).sub.2NSO.sub.2 H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A88
ClCH.sub.2 H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A89 CH.sub.3SCH.sub.2
H H CF.sub.3CF.sub.2CF.sub.2 B24 0 A90 CH.sub.3SOCH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A91 CH.sub.3SO.sub.2CH.sub.2 H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A92 [1.2.4]-triazol-1- H H
CF.sub.3CF.sub.2CF.sub.2 B24 0 ylmethyl A93 H H H CF.sub.2Cl B24 0
A94 CH.sub.3 H H CF.sub.2Cl B24 0 A95 CH.sub.3CH.sub.2 H H
CF.sub.2Cl B24 0 A96 cyclopropyl H H CF.sub.2Cl B24 0 A97
(CH.sub.3).sub.3C H H CF.sub.2Cl B24 0 A98 (CH.sub.3).sub.2CH H H
CF.sub.2Cl B24 0 A99 CH.sub.3(CH.sub.2).sub.2 H H CF.sub.2Cl B24 0
A100 CH.sub.3OCH.sub.2 H H CF.sub.2Cl B24 0 A101
CH.sub.3O(CH.sub.2).sub.2 H H CF.sub.2Cl B24 0 A102 Ph H H
CF.sub.2Cl B24 0 A103 PhO H H CF.sub.2Cl B24 0 A104 PhS H H
CF.sub.2Cl B24 0 A105 PhSO H H CF.sub.2Cl B24 0 A106 PhSO.sub.2 H H
CF.sub.2Cl B24 0 A107 CH.sub.3S H H CF.sub.2Cl B24 0 A108
CH.sub.3SO H H CF.sub.2Cl B24 0 A109 CF.sub.3 H H CF.sub.2Cl B24 0
A110 F.sub.2CH H H CF.sub.2Cl B24 0 A111 HCC H H CF.sub.2Cl B24 0
A112 CH.sub.3CC H H CF.sub.2Cl B24 0 A113 CH.sub.2.dbd.CH H H
CF.sub.2Cl B24 0 A114 CH.sub.2.dbd.CHCH.sub.2 H H CF.sub.2Cl B24 0
A115 CH.sub.3SO.sub.2N(CH.sub.3) H H CF.sub.2Cl B24 0 A116
(CH.sub.3).sub.2N H H CF.sub.2Cl B24 0 A117
(CH.sub.3).sub.2NSO.sub.2 H H CF.sub.2Cl B24 0 A118 ClCH.sub.2 H H
CF.sub.2Cl B24 0 A119 CH.sub.3SCH.sub.2 H H CF.sub.2Cl B24 0 A120
CH.sub.3SOCH.sub.2 H H CF.sub.2Cl B24 0 A121
CH.sub.3SO.sub.2CH.sub.2 H H CF.sub.2Cl B24 0 A122
[1.2.4]-triazol-1- H H CF.sub.2Cl B24 0 ylmethyl A123 H H H
CHF.sub.2 B24 0 A124 CH.sub.3 H H CHF.sub.2 B24 0 A125
CH.sub.3CH.sub.2 H H CHF.sub.2 B24 0 A126 cyclopropyl H H CHF.sub.2
B24 0 A127 (CH.sub.3).sub.3C H H CHF.sub.2 B24 0 A128
(CH.sub.3).sub.2CH H H CHF.sub.2 B24 0 A129
CH.sub.3(CH.sub.2).sub.2 H H CHF.sub.2 B24 0 A130 CH.sub.3OCH.sub.2
H H CHF.sub.2 B24 0 A131 CH.sub.3O(CH.sub.2).sub- .2 H H CHF.sub.2
B24 0 A132 Ph H H CHF.sub.2 B24 0 A133 PhO H H CHF.sub.2 B24 0 A134
PhS H H CHF.sub.2 B24 0 A135 PhSO H H CHF.sub.2 B24 0 A136
PhSO.sub.2 H H CHF.sub.2 B24 0 A137 CH.sub.3S H H CHF.sub.2 B24 0
A138 CH.sub.3SO H H CHF.sub.2 B24 0 A139 CF.sub.3 H H CHF.sub.2 B24
0 A140 F.sub.2CH H H CHF.sub.2 B24 0 A141 HCC H H CHF.sub.2 B24 0
A142 CH.sub.3CC H H CHF.sub.2 B24 0 A143 CH.sub.2.dbd.CH H H
CHF.sub.2 B24 0 A144 CH.sub.2.dbd.CHCH.sub.2 H H CHF.sub.2 B24 0
A145 CH.sub.3SO.sub.2N(CH.sub.3) H H CHF.sub.2 B24 0 A146
(CH.sub.3).sub.2N H H CHF.sub.2 B24 0 A147 (CH.sub.3).sub.2NSO.sub-
.2 H H CHF.sub.2 B24 0 A148 ClCH.sub.2 H H CHF.sub.2 B24 0 A149
CH.sub.3SCH.sub.2 H H CHF.sub.2 B24 0 A150 CH.sub.3SOCH.sub.2 H H
CHF.sub.2 B24 0 A151 CH.sub.3SO.sub.2CH.sub.2 H H CHF.sub.2 B24 0
A152 [1.2.4]-triazol-1- H H CHF.sub.2 B24 0 ylmethyl A153 H H H
CCl.sub.3 B24 0 A154 CH.sub.3 H H CCl.sub.3 B24 0 A155
CH.sub.3CH.sub.2 H H CCl.sub.3 B24 0 A156 cyclopropyl H H CCl.sub.3
B24 0 A157 (CH.sub.3).sub.3C H H CCl.sub.3 B24 0 A158
(CH.sub.3).sub.2CH H H CCl.sub.3 B24 0 A159
CH.sub.3(CH.sub.2).sub.2 H H CCl.sub.3 B24 0 A160 CH.sub.3OCH.sub.2
H H CCl.sub.3 B24 0 A161 CH.sub.3O(CH.sub.2).sub- .2 H H CCl.sub.3
B24 0 A162 Ph H H CCl.sub.3 B24 0 A163 PhO H H CCl.sub.3 B24 0 A164
PhS H H CCl.sub.3 B24 0 A165 PhSO H H CCl.sub.3 B24 0 A166
PhSO.sub.2 H H CCl.sub.3 B24 0 A167 CH.sub.3S H H CCl.sub.3 B24 0
A168 CH.sub.3SO H H CCl.sub.3 B24 0 A169 CF.sub.3 H H CCl.sub.3 B24
0 A170 F.sub.2CH H H CCl.sub.3 B24 0 A171 HCC H H CCl.sub.3 B24 0
A172 CH.sub.3CC H H CCl.sub.3 B24 0 A173 CH.sub.2.dbd.CH H H
CCl.sub.3 B24 0 A174 CH.sub.2.dbd.CHCH.sub.2 H H CCl.sub.3 B24 0
A175 CH.sub.3SO.sub.2N(CH.sub.3) H H CCl.sub.3 B24 0 A176
(CH.sub.3).sub.2N H H CCl.sub.3 B24 0 A177 (CH.sub.3).sub.2NSO.sub-
.2 H H CCl.sub.3 B24 0 A178 ClCH.sub.2 H H CCl.sub.3 B24 0 A179
CH.sub.3SCH.sub.2 H H CCl.sub.3 B24 0 A180 CH.sub.3SOCH.sub.2 H H
CCl.sub.3 B24 0 A181 CH.sub.3SO.sub.2CH.sub.2 H H CCl.sub.3 B24 0
A182 [1.2.4]-triazol-1- H H CCl.sub.3 B24 0 ylmethyl A183 H H
CH.sub.3 CF.sub.3 B24 0 A184 CH.sub.3 H CH.sub.3 CF.sub.3 B24 0
A185 CH.sub.3CH.sub.2 H CH.sub.3 CF.sub.3 B24 0 A186 cyclopropyl H
CH.sub.3 CF.sub.3 B24 0 A187 (CH.sub.3).sub.3C H CH.sub.3 CF.sub.3
B24 0 A188 (CH.sub.3).sub.2CH H CH.sub.3 CF.sub.3 B24 0 A189
CH.sub.3(CH.sub.2).sub.2 H CH.sub.3 CF.sub.3 B24 0 A190
CH.sub.3OCH.sub.2 H CH.sub.3 CF.sub.3 B24 0 A191
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CF.sub.3 B24 0 A192 Ph H
CH.sub.3 CF.sub.3 B24 0 A193 PhO H CH.sub.3 CF.sub.3 B24 0 A194 PhS
H CH.sub.3 CF.sub.3 B24 0 A195 PhSO H CH.sub.3 CF.sub.3 B24 0 A196
PhSO.sub.2 H CH.sub.3 CF.sub.3 B24 0 A197 CH.sub.3S H CH.sub.3
CF.sub.3 B24 0 A198 CH.sub.3SO H CH.sub.3 CF.sub.3 B24 0 A199
CF.sub.3 H CH.sub.3 CF.sub.3 B24 0 A200 F.sub.2CH H CH.sub.3
CF.sub.3 B24 0 A201 HCC H CH.sub.3 CF.sub.3 B24 0 A202 CH.sub.3CC H
CH.sub.3 CF.sub.3 B24 0 A203 CH.sub.2.dbd.CH H CH.sub.3 CF.sub.3
B24 0 A204 CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 CF.sub.3 B24 0 A205
CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3 CF.sub.3 B24 0 A206
(CH.sub.3).sub.2N H CH.sub.3 CF.sub.3 B24 0 A207
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CF.sub.3 B24 0 A208 ClCH.sub.2
H CH.sub.3 CF.sub.3 B24 0 A209 CH.sub.3SCH.sub.2 H CH.sub.3
CF.sub.3 B24 0 A210 CH.sub.3SOCH.sub.2 H CH.sub.3 CF.sub.3 B24 0
A211 CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CF.sub.3 B24 0 A212 H H
CH.sub.3 CF.sub.3CF.sub.2 B24 0 A213 CH.sub.3 H CH.sub.3
CF.sub.3CF.sub.2 B24 0 A214 CH.sub.3CH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2 B24 0 A215 cyclopropyl H CH.sub.3 CF.sub.3CF.sub.2
B24 0 A216 (CH.sub.3).sub.3C H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A217
(CH.sub.3).sub.2CH H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A218
CH.sub.3(CH.sub.2).sub.2 H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A219
CH.sub.3OCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A220
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A221 Ph
H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A222 PhO H CH.sub.3
CF.sub.3CF.sub.2 B24 0 A223 PhS H CH.sub.3 CF.sub.3CF.sub.2 B24 0
A224 PhSO H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A225 PhSO.sub.2 H
CH.sub.3 CF.sub.3CF.sub.2 B24 0 A226 CH.sub.3S H CH.sub.3
CF.sub.3CF.sub.2 B24 0 A227 CH.sub.3SO H CH.sub.3 CF.sub.3CF.sub.2
B24 0 A228 CF.sub.3 H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A229
F.sub.2CH H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A230 HCC H CH.sub.3
CF.sub.3CF.sub.2 B24 0 A231 CH.sub.3CC H CH.sub.3 CF.sub.3CF.sub.2
B24 0 A232 CH.sub.2.dbd.CH H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A233
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A234
CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A235
(CH.sub.3).sub.2N H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A236
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A237
ClCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A238 CH.sub.3SCH.sub.2
H CH.sub.3 CF.sub.3CF.sub.2 B24 0 A239 CH.sub.3SOCH.sub.2 H
CH.sub.3 CF.sub.3CF.sub.2 B24 0 A240 CH.sub.3SO.sub.2CH.sub.2 H
CH.sub.3 CF.sub.3CF.sub.2 B24 0 A241 H H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A242 CH.sub.3 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A243 CH.sub.3CH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A244 cyclopropyl H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A245 (CH.sub.3).sub.3C H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A246 (CH.sub.3).sub.2CH H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A247 CH.sub.3(CH.sub.2).sub.2 H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A248 CH.sub.3OCH.sub.2 H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A249
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0
A250 Ph H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A251 PhO H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A252 PhS H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A253 PhSO H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A254 PhSO.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A255 CH.sub.3S H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A256 CH.sub.3SO H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A257 CF.sub.3 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A258 F.sub.2CH H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A259 HCC H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A260 CH.sub.3CC H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A261 CH.sub.2.dbd.CH H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A262 CH.sub.2CHCH.sub.2 H CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A263 CH.sub.3SO.sub.2N(CH.sub.3) H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A264 (CH.sub.3).sub.2N H
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A265
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0
A266 ClCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A267
CH.sub.3SCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A268
CH.sub.3SOCH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A269
CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0
A270 H H CH.sub.3 CF.sub.2Cl B24 0 A271 CH.sub.3 H CH.sub.3
CF.sub.2Cl B24 0 A272 CH.sub.3CH.sub.2 H CH.sub.3 CF.sub.2Cl B24 0
A273 cyclopropyl H CH.sub.3 CF.sub.2Cl B24 0 A274 (CH.sub.3).sub.3C
H CH.sub.3 CF.sub.2Cl B24 0 A275 (CH.sub.3).sub.2CH H CH.sub.3
CF.sub.2Cl B24 0 A276 CH.sub.3(CH.sub.2).sub.2 H CH.sub.3
CF.sub.2Cl B24 0 A277 CH.sub.3OCH.sub.2 H CH.sub.3 CF.sub.2Cl B24 0
A278 CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CF.sub.2Cl B24 0 A279 Ph
H CH.sub.3 CF.sub.2Cl B24 0 A280 PhO H CH.sub.3 CF.sub.2Cl B24 0
A281 PhS H CH.sub.3 CF.sub.2Cl B24 0 A282 PhSO H CH.sub.3
CF.sub.2Cl B24 0 A283 PhSO.sub.2 H CH.sub.3 CF.sub.2Cl B24 0 A284
CH.sub.3S H CH.sub.3 CF.sub.2Cl B24 0 A285 CH.sub.3SO H CH.sub.3
CF.sub.2Cl B24 0 A286 CF.sub.3 H CH.sub.3 CF.sub.2Cl B24 0 A287
F.sub.2CH H CH.sub.3 CF.sub.2Cl B24 0 A288 HCC H CH.sub.3
CF.sub.2Cl B24 0 A289 CH.sub.3CC H CH.sub.3 CF.sub.2Cl B24 0 A290
CH.sub.2.dbd.CH H CH.sub.3 CF.sub.2Cl B24 0 A291
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 CF.sub.2Cl B24 0 A292
CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3 CF.sub.2Cl B24 0 A293
(CH.sub.3).sub.2N H CH.sub.3 CF.sub.2Cl B24 0 A294
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CF.sub.2Cl B24 0 A295
ClCH.sub.2 H CH.sub.3 CF.sub.2Cl B24 0 A296 CH.sub.3SCH.sub.2 H
CH.sub.3 CF.sub.2Cl B24 0 A297 CH.sub.3SOCH.sub.2 H CH.sub.3
CF.sub.2Cl B24 0 A298 CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3
CF.sub.2Cl B24 0 A299 H H CH.sub.3 CHF.sub.2 B24 0 A300 CH.sub.3 H
CH.sub.3 CHF.sub.2 B24 0 A301 CH.sub.3CH.sub.2 H CH.sub.3 CHF.sub.2
B24 0 A302 cyclopropyl H CH.sub.3 CHF.sub.2 B24 0 A303
(CH.sub.3).sub.3C H CH.sub.3 CHF.sub.2 B24 0 A304
(CH.sub.3).sub.2CH H CH.sub.3 CHF.sub.2 B24 0 A305
CH.sub.3(CH.sub.2).sub.2 H CH.sub.3 CHF.sub.2 B24 0 A306
CH.sub.3OCH.sub.2 H CH.sub.3 CHF.sub.2 B24 0 A307
CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CHF.sub.2 B24 0 A308 Ph H
CH.sub.3 CHF.sub.2 B24 0 A309 PhO H CH.sub.3 CHF.sub.2 B24 0 A310
PhS H CH.sub.3 CHF.sub.2 B24 0 A311 PhSO H CH.sub.3 CHF.sub.2 B24 0
A312 PhSO.sub.2 H CH.sub.3 CHF.sub.2 B24 0 A313 CH.sub.3S H
CH.sub.3 CHF.sub.2 B24 0 A314 CH.sub.3SO H CH.sub.3 CHF.sub.2 B24 0
A315 CF.sub.3 H CH.sub.3 CHF.sub.2 B24 0
A316 F.sub.2CH H CH.sub.3 CHF.sub.2 B24 0 A317 HCC H CH.sub.3
CHF.sub.2 B24 0 A318 CH.sub.3CC H CH.sub.3 CHF.sub.2 B24 0 A319
CH.sub.2.dbd.CH H CH.sub.3 CHF.sub.2 B24 0 A320
CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 CHF.sub.2 B24 0 A321
CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3 CHF.sub.2 B24 0 A322
(CH.sub.3).sub.2N H CH.sub.3 CHF.sub.2 B24 0 A323
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CHF.sub.2 B24 0 A324
ClCH.sub.2 H CH.sub.3 CHF.sub.2 B24 0 A325 CH.sub.3SCH.sub.2 H
CH.sub.3 CHF.sub.2 B24 0 A326 CH.sub.3SOCH.sub.2 H CH.sub.3
CHF.sub.2 B24 0 A327 CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CHF.sub.2
B24 0 A328 H H CH.sub.3 CCl.sub.3 B24 0 A329 CH.sub.3 H CH.sub.3
CCl.sub.3 B24 0 A330 CH.sub.3CH.sub.2 H CH.sub.3 CCl.sub.3 B24 0
A331 (CH.sub.3).sub.3C H CH.sub.3 CCl.sub.3 B24 0 A332
(CH.sub.3).sub.2CH H CH.sub.3 CCl.sub.3 B24 0 A333 cyclopropyl H
CH.sub.3 CCl.sub.3 B24 0 A334 CH.sub.3(CH.sub.2).sub.2 H CH.sub.3
CCl.sub.3 B24 0 A335 CH.sub.3OCH.sub.2 H CH.sub.3 CCl.sub.3 B24 0
A336 CH.sub.3O(CH.sub.2).sub.2 H CH.sub.3 CCl.sub.3 B24 0 A337 Ph H
CH.sub.3 CCl.sub.3 B24 0 A338 PhO H CH.sub.3 CCl.sub.3 B24 0 A339
PhS H CH.sub.3 CCl.sub.3 B24 0 A340 PhSO H CH.sub.3 CCl.sub.3 B24 0
A341 PhSO.sub.2 H CH.sub.3 CCl.sub.3 B24 0 A342 CH.sub.3S H
CH.sub.3 CCl.sub.3 B24 0 A343 CH.sub.3SO H CH.sub.3 CCl.sub.3 B24 0
A344 CF.sub.3 H CH.sub.3 CCl.sub.3 B24 0 A345 F.sub.2CH H CH.sub.3
CCl.sub.3 B24 0 A346 HCC H CH.sub.3 CCl.sub.3 B24 0 A347 CH.sub.3CC
H CH.sub.3 CCl.sub.3 B24 0 A348 CH.sub.2.dbd.CH H CH.sub.3
CCl.sub.3 B24 0 A349 CH.sub.2.dbd.CHCH.sub.2 H CH.sub.3 CCl.sub.3
B24 0 A350 CH.sub.3SO.sub.2N(CH.sub.3) H CH.sub.3 CCl.sub.3 B24 0
A351 (CH.sub.3).sub.2N H CH.sub.3 CCl.sub.3 B24 0 A352
(CH.sub.3).sub.2NSO.sub.2 H CH.sub.3 CCl.sub.3 B24 0 A353
ClCH.sub.2 H CH.sub.3 CCl.sub.3 B24 0 A354 CH.sub.3SCH.sub.2 H
CH.sub.3 CCl.sub.3 B24 0 A355 CH.sub.3SOCH.sub.2 H CH.sub.3
CCl.sub.3 B24 0 A356 CH.sub.3SO.sub.2CH.sub.2 H CH.sub.3 CCl.sub.3
B24 0 A357 H H Ph CF.sub.3 B24 0 A358 CH.sub.3 H Ph CF.sub.3 B24 0
A359 CH.sub.3CH.sub.2 H Ph CF.sub.3 B24 0 A360 cyclopropyl H Ph
CF.sub.3 B24 0 A361 (CH.sub.3).sub.3C H Ph CF.sub.3 B24 0 A362
(CH.sub.3).sub.2CH H Ph CF.sub.3 B24 0 A363
CH.sub.3(CH.sub.2).sub.2 H Ph CF.sub.3 B24 0 A364 CH.sub.3OCH.sub.2
H Ph CF.sub.3 B24 0 A365 CH.sub.3O(CH.sub.2).sub- .2 H Ph CF.sub.3
B24 0 A366 Ph H Ph CF.sub.3 B24 0 A367 PhO H Ph CF.sub.3 B24 0 A368
PhS H Ph CF.sub.3 B24 0 A369 PhSO H Ph CF.sub.3 B24 0 A370
PhSO.sub.2 H Ph CF.sub.3 B24 0 A371 CH.sub.3S H Ph CF.sub.3 B24 0
A372 CH.sub.3SO H Ph CF.sub.3 B24 0 A373 CF.sub.3 H Ph CF.sub.3 B24
0 A374 F.sub.2CH H Ph CF.sub.3 B24 0 A375 HCC H Ph CF.sub.3 B24 0
A376 CH.sub.3CC H Ph CF.sub.3 B24 0 A377 CH.sub.2.dbd.CH H Ph
CF.sub.3 B24 0 A378 CH.sub.2.dbd.CHCH.sub.2 H Ph CF.sub.3 B24 0
A379 CH.sub.3SO.sub.2N(CH.sub.3) H Ph CF.sub.3 B24 0 A380
(CH.sub.3).sub.2N H Ph CF.sub.3 B24 0 A381 (CH.sub.3).sub.2NSO.sub-
.2 H Ph CF.sub.3 B24 0 A382 ClCH.sub.2 H Ph CF.sub.3 B24 0 A383
CH.sub.3SCH.sub.2 H Ph CF.sub.3 B24 0 A384 CH.sub.3SOCH.sub.2 H Ph
CF.sub.3 B24 0 A385 CH.sub.3SO.sub.2CH.sub.2 H Ph CF.sub.3 B24 0
A386 H H Ph CF.sub.3CF.sub.2 B24 0 A387 CH.sub.3 H Ph
CF.sub.3CF.sub.2 B24 0 A388 CH.sub.3CH.sub.2 H Ph CF.sub.3CF.sub.2
B24 0 A389 cyclopropyl H Ph CF.sub.3CF.sub.2 B24 0 A390
(CH.sub.3).sub.3C H Ph CF.sub.3CF.sub.2 B24 0 A391
(CH.sub.3).sub.2CH H Ph CF.sub.3CF.sub.2 B24 0 A392
CH.sub.3(CH.sub.2).sub.2 H Ph CF.sub.3CF.sub.2 B24 0 A393
CH.sub.3OCH.sub.2 H Ph CF.sub.3CF.sub.2 B24 0 A394
CH.sub.3O(CH.sub.2).sub.2 H Ph CF.sub.3CF.sub.2 B24 0 A395 Ph H Ph
CF.sub.3CF.sub.2 B24 0 A396 PhO H Ph CF.sub.3CF.sub.2 B24 0 A397
PhS H Ph CF.sub.3CF.sub.2 B24 0 A398 PhSO H Ph CF.sub.3CF.sub.2 B24
0 A399 PhSO.sub.2 H Ph CF.sub.3CF.sub.2 B24 0 A400 CH.sub.3S H Ph
CF.sub.3CF.sub.2 B24 0 A401 CH.sub.3SO H Ph CF.sub.3CF.sub.2 B24 0
A402 CF.sub.3 H Ph CF.sub.3CF.sub.2 B24 0 A403 F.sub.2CH H Ph
CF.sub.3CF.sub.2 B24 0 A404 HCC H Ph CF.sub.3CF.sub.2 B24 0 A405
CH.sub.3CC H Ph CF.sub.3CF.sub.2 B24 0 A406 CH.sub.2.dbd.CH H Ph
CF.sub.3CF.sub.2 B24 0 A407 CH.sub.2.dbd.CHCH.sub.2 H Ph
CF.sub.3CF.sub.2 B24 0 A408 CH.sub.3SO.sub.2N(CH.sub.3) H Ph
CF.sub.3CF.sub.2 B24 0 A409 (CH.sub.3).sub.2N H Ph CF.sub.3CF.sub.2
B24 0 A410 (CH.sub.3).sub.2NSO.sub.2 H Ph CF.sub.3CF.sub.2 B24 0
A411 ClCH.sub.2 H Ph CF.sub.3CF.sub.2 B24 0 A412 CH.sub.3SCH.sub.2
H Ph CF.sub.3CF.sub.2 B24 0 A413 CH.sub.3SOCH.sub.2 H Ph
CF.sub.3CF.sub.2 B24 0 A414 CH.sub.3SO.sub.2CH.sub.2 H Ph
CF.sub.3CF.sub.2 B24 0 A415 H H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0
A416 CH.sub.3 H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A417
CH.sub.3CH.sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A418
cyclopropyl H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A419
(CH.sub.3).sub.3C H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A420
(CH.sub.3).sub.2CH H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A421
CH.sub.3(CH.sub.2).sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A422
CH.sub.3OCH.sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A423
CH.sub.3O(CH.sub.2).sub.2 H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A424
Ph H Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A425 PhO H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A426 PhS H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A427 PhSO H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A428 PhSO.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A429 CH.sub.3S H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A430 CH.sub.3SO H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A431 CF.sub.3 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A432 F.sub.2CH H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A433 HCC H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A434 CH.sub.3CC H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A435 CH.sub.2.dbd.CH H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A436 CH.sub.2.dbd.CHCH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A437 CH.sub.3SO.sub.2N(CH.sub.3) H
Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A438 (CH.sub.3).sub.2N H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A439 (CH.sub.3).sub.2NSO.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A440 ClCH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A441 CH.sub.3SCH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A442 CH.sub.3SOCH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A443 CH.sub.3SO.sub.2CH.sub.2 H Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A444 H H Ph CF.sub.2Cl B24 0 A445
CH.sub.3 H Ph CF.sub.2Cl B24 0 A446 CH.sub.3CH.sub.2 H Ph
CF.sub.2Cl B24 0 A447 cyclopropyl H Ph CF.sub.2Cl B24 0 A448
(CH.sub.3).sub.3C H Ph CF.sub.2Cl B24 0 A449 (CH.sub.3).sub.2CH H
Ph CF.sub.2Cl B24 0 A450 CH.sub.3(CH.sub.2).sub.2 H Ph CF.sub.2Cl
B24 0 A451 CH.sub.3OCH.sub.2 H Ph CF.sub.2Cl B24 0 A452
CH.sub.3O(CH.sub.2).sub.2 H Ph CF.sub.2Cl B24 0 A453 Ph H Ph
CF.sub.2Cl B24 0 A454 PhO H Ph CF.sub.2Cl B24 0 A455 PhS H Ph
CF.sub.2Cl B24 0 A456 PhSO H Ph CF.sub.2Cl B24 0 A457 PhSO.sub.2 H
Ph CF.sub.2Cl B24 0 A458 CH.sub.3S H Ph CF.sub.2Cl B24 0 A459
CH.sub.3SO H Ph CF.sub.2Cl B24 0 A460 CF.sub.3 H Ph CF.sub.2Cl B24
0 A461 F.sub.2CH H Ph CF.sub.2Cl B24 0 A462 HCC H Ph CF.sub.2Cl B24
0 A463 CH.sub.3CC H Ph CF.sub.2Cl B24 0 A464 CH.sub.2.dbd.CH H Ph
CF.sub.2Cl B24 0 A465 CH.sub.2.dbd.CHCH.sub.2 H Ph CF.sub.2Cl B24 0
A466 CH.sub.3SO.sub.2N(CH.sub.3) H Ph CF.sub.2Cl B24 0 A467
(CH.sub.3).sub.2N H Ph CF.sub.2Cl B24 0 A468
(CH.sub.3).sub.2NSO.sub.2 H Ph CF.sub.2Cl B24 0 A469 ClCH.sub.2 H
Ph CF.sub.2Cl B24 0 A470 CH.sub.3SCH.sub.2 H Ph CF.sub.2Cl B24 0
A471 CH.sub.3SOCH.sub.2 H Ph CF.sub.2Cl B24 0 A472
CH.sub.3SO.sub.2CH.sub.2 H Ph CF.sub.2Cl B24 0 A473 H H Ph
CHF.sub.2 B24 0 A474 CH.sub.3 H Ph CHF.sub.2 B24 0 A475
CH.sub.3CH.sub.2 H Ph CHF.sub.2 B24 0 A476 cyclopropyl H Ph
CHF.sub.2 B24 0 A477 (CH.sub.3).sub.3C H Ph CHF.sub.2 B24 0 A478
(CH.sub.3).sub.2CH H Ph CHF.sub.2 B24 0 A479
CH.sub.3(CH.sub.2).sub.2 H Ph CHF.sub.2 B24 0 A480
CH.sub.3OCH.sub.2 H Ph CHF.sub.2 B24 0 A481
CH.sub.3O(CH.sub.2).sub.2 H Ph CHF.sub.2 B24 0 A482 Ph H Ph
CHF.sub.2 B24 0 A483 PhO H Ph CHF.sub.2 B24 0 A484 PhS H Ph
CHF.sub.2 B24 0 A485 PhSO H Ph CHF.sub.2 B24 0 A486 PhSO.sub.2 H Ph
CHF.sub.2 B24 0 A487 CH.sub.3S H Ph CHF.sub.2 B24 0 A488 CH.sub.3SO
H Ph CHF.sub.2 B24 0 A489 CF.sub.3 H Ph CHF.sub.2 B24 0 A490
F.sub.2CH H Ph CHF.sub.2 B24 0 A491 HCC H Ph CHF.sub.2 B24 0 A492
CH.sub.3CC H Ph CHF.sub.2 B24 0 A493 CH.sub.2.dbd.CH H Ph CHF.sub.2
B24 0 A494 CH.sub.2.dbd.CHCH.sub.2 H Ph CHF.sub.2 B24 0 A495
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CHF.sub.2 B24 0 A496
(CH.sub.3).sub.2N H Ph CHF.sub.2 B24 0 A497
(CH.sub.3).sub.2NSO.sub.2 H Ph CHF.sub.2 B24 0 A498 ClCH.sub.2 H Ph
CHF.sub.2 B24 0 A499 CH.sub.3SCH.sub.2 H Ph CHF.sub.2 B24 0 A500
CH.sub.3SOCH.sub.2 H Ph CHF.sub.2 B24 0 A501
CH.sub.3SO.sub.2CH.sub.2 H Ph CHF.sub.2 B24 0 A502 H H Ph CCl.sub.3
B24 0 A503 CH.sub.3 H Ph CCl.sub.3 B24 0 A504 CH.sub.3CH.sub.2 H Ph
CCl.sub.3 B24 0 A505 cyclopropyl H Ph CCl.sub.3 B24 0 A506
(CH.sub.3).sub.3C H Ph CCl.sub.3 B24 0 A507 (CH.sub.3).sub.2CH H Ph
OCl.sub.3 B24 0 A508 CH.sub.3(CH.sub.2).sub.2 H Ph CCl.sub.3 B24 0
A509 CH.sub.3OCH.sub.2 H Ph CCl.sub.3 B24 0 A510
CH.sub.3O(CH.sub.2).sub.2 H Ph CCl.sub.3 B24 0 A511 Ph H Ph
CCl.sub.3 B24 0 A512 PhO H Ph CCl.sub.3 B24 0 A513 PhS H Ph
CCl.sub.3 B24 0 A514 PhSO H Ph CCl.sub.3 B24 0 A515 PhSO.sub.2 H Ph
CCl.sub.3 B24 0 A516 CH.sub.3S H Ph CCl.sub.3 B24 0 A517 CH.sub.3SO
H Ph CCl.sub.3 B24 0 A518 CF.sub.3 H Ph CCl.sub.3 B24 0 A519
F.sub.2CH H Ph CCl.sub.3 B24 0 A520 HCC H Ph CCl.sub.3 B24 0 A521
CH.sub.3CC H Ph CCl.sub.3 B24 0 A522 CH.sub.2.dbd.CH H Ph CCl.sub.3
B24 0 A523 CH.sub.2.dbd.CHCH.sub.2 H Ph CCl.sub.3 B24 0 A524
CH.sub.3SO.sub.2N(CH.sub.3) H Ph CCl.sub.3 B24 0 A525
(CH.sub.3).sub.2N H Ph CCl.sub.3 B24 0 A526
(CH.sub.3).sub.2NSO.sub.2 H Ph CCl.sub.3 B24 0 A527 ClCH.sub.2 H Ph
CCl.sub.3 B24 0 A528 CH.sub.3SCH.sub.2 H Ph CCl.sub.3 B24 0 A529
CH.sub.3SOCH.sub.2 H Ph CCl.sub.3 B24 0 A530
CH.sub.3SO.sub.2CH.sub.2 H Ph CCl.sub.3 B24 0 A531 H CH.sub.3 H
CF.sub.3 B24 0 A532 H CH.sub.3CH.sub.2 H CF.sub.3 B24 0 A533 H
cyclopropyl H CF.sub.3 B24 0 A534 H (CH.sub.3).sub.3CH H CF.sub.3
B24 0 A535 H (CH.sub.3).sub.2CH H CF.sub.3 B24 0 A536 H
CH.sub.3(CH.sub.2).sub.2 H CF.sub.3 B24 0 A537 H CH.sub.3OCH.sub.2
H CF.sub.3 B24 0 A538 H CH.sub.3O(CH.sub.2).sub.- 2 H CF.sub.3 B24
0 A539 H Ph H CF.sub.3 B24 0 A540 H PhO H CF.sub.3 B24 0 A541 H PhS
H CF.sub.3 B24 0 A542 H PhSO H CF.sub.3 B24 0 A543 H PhSO.sub.2 H
CF.sub.3 B24 0 A544 H CH.sub.3S H CF.sub.3 B24 0 A545 H CH.sub.3SO
H CF.sub.3 B24 0 A546 H CF.sub.3 H CF.sub.3 B24 0 A547 H F.sub.2CH
H CF.sub.3 B24 0 A548 H HCC H CF.sub.3 B24 0 A549 H CH.sub.3CC H
CF.sub.3 B24 0 A550 H CH.sub.2.dbd.CH H CF.sub.3 B24 0 A551 H
CH.sub.2.dbd.CHCH.sub.2 H CF.sub.3 B24 0 A552 H
CH.sub.3SO.sub.2N(CH.sub.3) H CF.sub.3 B24 0 A553 H
(CH.sub.3).sub.2N H CF.sub.3 B24 0 A554 H (CH.sub.3).sub.2NSO.sub.-
2 H CF.sub.3 B24 0 A555 H CH.sub.3SCH.sub.2 H CF.sub.3 B24 0 A556 H
CH.sub.3SOCH.sub.2 H CF.sub.3 B24 0 A557 H CH.sub.3SO.sub.2CH.sub.2
H CF.sub.3 B24 0 A558 H CH.sub.3 H CF.sub.3CF.sub.2 B24 0 A559 H
CH.sub.3CH.sub.2 H CF.sub.3CF.sub.2 B24 0 A560 H cyclopropyl H
CF.sub.3CF.sub.2 B24 0 A561 H (CH.sub.3).sub.3C H CF.sub.3CF.sub.2
B24 0 A562 H (CH.sub.3).sub.2CH H CF.sub.3CF.sub.2 B24 0 A563 H
CH.sub.3(CH.sub.2).sub.2 H CF.sub.3CF.sub.2 B24 0 A564 H
CH.sub.3OCH.sub.2 H CF.sub.3CF.sub.2 B24 0 A565 H
CH.sub.3O(CH.sub.2).sub.2 H CF.sub.3CF.sub.2 B24 0 A566 H Ph H
CF.sub.3CF.sub.2 B24 0 A567 H PhO H CF.sub.3CF.sub.2 B24 0 A568 H
PhS H CF.sub.3CF.sub.2 B24 0 A569 H PhSO H CF.sub.3CF.sub.2 B24 0
A570 H PhSO.sub.2 H CF.sub.3CF.sub.2 B24 0 A571 H CH.sub.3S H
CF.sub.3CF.sub.2 B24 0 A572 H CH.sub.3SO H CF.sub.3CF.sub.2 B24 0
A573 H CF.sub.3 H CF.sub.3CF.sub.2 B24 0 A574 H F.sub.2CH H
CF.sub.3CF.sub.2 B24 0 A575 H HCC H CF.sub.3CF.sub.2 B24 0 A576 H
CH.sub.3CC H CF.sub.3CF.sub.2 B24 0 A577 H CH.sub.2.dbd.CH H
CF.sub.3CF.sub.2 B24 0 A578 H CH.sub.2.dbd.CHCH.sub.2 H
CF.sub.3CF.sub.2 B24 0 A579 H CH.sub.3SO.sub.2N(CH.sub.3) H
CF.sub.3CF.sub.2 B24 0 A580 H (CH.sub.3).sub.2N H CF.sub.3CF.sub.2
B24 0 A581 H (CH.sub.3).sub.2NSO.sub.2 H CF.sub.3CF.sub.2 B24 0
A582 H CH.sub.3SCH.sub.2 H CF.sub.3CF.sub.2 B24 0 A583 H
CH.sub.3SOCH.sub.2 H CF.sub.3CF.sub.2 B24 0 A584 H
CH.sub.3SO.sub.2CH.sub.2 H CF.sub.3CF.sub.2 B24 0 A585 H CH.sub.3 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A586 H CH.sub.3CH.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A587 H cyclopropyl H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A588 H (CH.sub.3).sub.3C H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A589 H (CH.sub.3).sub.2CH H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A590 H CH.sub.3(CH.sub.2).sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A591 H CH.sub.3OCH.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A592 H CH.sub.3O(CH.sub.2).sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A593 H Ph H CF.sub.3CF.sub.2CF.sub.-
2 B24 0 A594 H PhO H CF.sub.3CF.sub.2CF.sub.2 B24 0 A595 H PhS H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A596 H PhSO H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A597 H PhSO.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A598 H CH.sub.3S H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A599 H CH.sub.3SO H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A600 H CF.sub.3 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A601 H F.sub.2CH H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A602 H HCC H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A603 H CH.sub.3CC H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A604 H CH.sub.2.dbd.CH H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A605 H CH.sub.2.dbd.CHCH.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A606 H CH.sub.3SO.sub.2N(CH.sub.3) H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A607 H (CH.sub.3).sub.2N H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A608 H (CH.sub.3).sub.2NSO.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A609 H CH.sub.3SCH.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A610 H CH.sub.3SOCH.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A611 H CH.sub.3SO.sub.2CH.sub.2 H
CF.sub.3CF.sub.2CF.sub.2 B24 0 A612 H CH.sub.3 H CF.sub.2Cl B24 0
A613 H CH.sub.3CH.sub.2 H CF.sub.2Cl B24 0 A614 H cyclopropyl H
CF.sub.2Cl B24 0 A615 H (CH.sub.3).sub.3C H CF.sub.2Cl B24 0 A616 H
(CH.sub.3).sub.2CH H CF.sub.2Cl B24 0 A617 H
CH.sub.3(CH.sub.2).sub.2 H CF.sub.2Cl B24 0 A618 H
CH.sub.3OCH.sub.2 H CF.sub.2Cl B24 0 A619 H
CH.sub.3O(CH.sub.2).sub.2 H CF.sub.2Cl B24 0 A620 H Ph H CF.sub.2Cl
B24 0 A621 H PhO H CF.sub.2Cl B24 0 A622 H PhS H CF.sub.2Cl B24 0
A623 H PhSO H CF.sub.2Cl B24 0 A624 H PhSO.sub.2 H CF.sub.2Cl B24 0
A625 H CH.sub.3S H CF.sub.2Cl B24 0 A626 H CH.sub.3SO H CF.sub.2Cl
B24 0 A627 H CF.sub.3 H CF.sub.2Cl B24 0 A628 H F.sub.2CH H
CF.sub.2Cl B24 0 A629 H HCC H CF.sub.2Cl B24 0 A630 H CH.sub.3CC H
CF.sub.2Cl B24 0 A631 H CH.sub.2.dbd.CH H CF.sub.2Cl B24 0 A632 H
CH.sub.2.dbd.CHCH.sub.2 H CF.sub.2Cl B24 0 A633 H
CH.sub.3SO.sub.2N(CH.sub.3) H CF.sub.2Cl B24 0 A634 H
(CH.sub.3).sub.2N H CF.sub.2Cl B24 0 A635 H
(CH.sub.3).sub.2NSO.sub.2 H CF.sub.2Cl B24 0 A636 H
CH.sub.3SCH.sub.2 H CF.sub.2Cl B24 0 A637 H CH.sub.3SOCH.sub.2
H
CF.sub.2Cl B24 0 A638 H CH.sub.3SO.sub.2CH.sub.2 H CF.sub.2Cl B24 0
A639 H CH.sub.3 H CHF.sub.2 B24 0 A640 H CH.sub.3CH.sub.2 H
CHF.sub.2 B24 0 A641 H cyclopropyl H CHF.sub.2 B24 0 A642 H
(CH.sub.3).sub.3C H CHF.sub.2 B24 0 A643 H (CH.sub.3).sub.2CH H
CHF.sub.2 B24 0 A644 H CH.sub.3(CH.sub.2).sub.2 H CHF.sub.2 B24 0
A645 H CH.sub.3OCH.sub.2 H CHF.sub.2 B24 0 A646 H
CH.sub.3O(CH.sub.2).sub.2 H CHF.sub.2 B24 0 A647 H Ph H CHF.sub.2
B24 0 A648 H PhO H CHF.sub.2 B24 0 A649 H PhS H CHF.sub.2 B24 0
A650 H PhSO H CHF.sub.2 B24 0 A651 H PhSO.sub.2 H CHF.sub.2 B24 0
A652 H CH.sub.3S H CHF.sub.2 B24 0 A653 H CH.sub.3SO H CHF.sub.2
B24 0 A654 H CF.sub.3 H CHF.sub.2 B24 0 A655 H F.sub.2CH H
CHF.sub.2 B24 0 A656 H HCC H CHF.sub.2 B24 0 A657 H CH.sub.3CC H
CHF.sub.2 B24 0 A658 H CH.sub.2.dbd.CH H CHF.sub.2 B24 0 A659 H
CH.sub.2.dbd.CHCH.sub.2 H CHF.sub.2 B24 0 A660 H
CH.sub.3SO.sub.2N(CH.sub.3) H CHF.sub.2 B24 0 A661 H
(CH.sub.3).sub.2N H CHF.sub.2 B24 0 A662 H (CH.sub.3).sub.2NSO.sub-
.2 H CHF.sub.2 B24 0 A663 H CH.sub.3SCH.sub.2 H CHF.sub.2 B24 0
A664 H CH.sub.3SOCH.sub.2 H CHF.sub.2 B24 0 A665 H
CH.sub.3SO.sub.2CH.sub.2 H CHF.sub.2 B24 0 A666 H CH.sub.3 H
CCl.sub.3 B24 0 A667 H CH.sub.3CH.sub.2 H CCl.sub.3 B24 0 A668 H
cyclopropyl H CCl.sub.3 B24 0 A669 H (CH.sub.3).sub.3C H CCl.sub.3
B24 0 A670 H (CH.sub.3).sub.2CH H CCl.sub.3 B24 0 A671 H
CH.sub.3(CH.sub.2).sub.2 H CCl.sub.3 B24 0 A672 H CH.sub.3OCH.sub.2
H CCl.sub.3 B24 0 A673 H CH.sub.3O(CH.sub.2).sub- .2 H CCl.sub.3
B24 0 A674 H Ph H CCl.sub.3 B24 0 A675 H PhO H CCl.sub.3 B24 0 A676
H PhS H CCl.sub.3 B24 0 A677 H PhSO H CCl.sub.3 B24 0 A678 H
PhSO.sub.2 H CCl.sub.3 B24 0 A679 H CH.sub.3S H CCl.sub.3 B24 0
A680 H CH.sub.3SO H CCl.sub.3 B24 0 A681 H CF.sub.3 H CCl.sub.3 B24
0 A682 H F.sub.2CH H CCl.sub.3 B24 0 A683 H HCC H CCl.sub.3 B24 0
A684 H CH.sub.3CC H CCl.sub.3 B24 0 A685 H CH.sub.2.dbd.CH H
CCl.sub.3 B24 0 A686 H CH.sub.2.dbd.CHCH.sub.2 H CCl.sub.3 B24 0
A687 H CH.sub.3SO.sub.2N(CH.sub.3) H CCl.sub.3 B24 0 A688 H
(CH.sub.3).sub.2N H CCl.sub.3 B24 0 A689 H (CH.sub.3).sub.2NSO.sub-
.2 H CCl.sub.3 B24 0 A690 H CH.sub.3SCH.sub.2 H CCl.sub.3 B24 0
A691 H CH.sub.3SOCH.sub.2 H CCl.sub.3 B24 0 A692 H
CH.sub.3SO.sub.2CH.sub.2 H CCl.sub.3 B24 0 A693 H CH.sub.3 CH.sub.3
CF.sub.3 B24 0 A694 H CH.sub.3CH.sub.2 CH.sub.3 CF.sub.3 B24 0 A695
H cyclopropyl CH.sub.3 CF.sub.3 B24 0 A696 H (CH.sub.3).sub.3C
CH.sub.3 CF.sub.3 B24 0 A697 H (CH.sub.3).sub.2CH CH.sub.3 CF.sub.3
B24 0 A698 H CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CF.sub.3 B24 0 A699
H CH.sub.3OCH.sub.2 CH.sub.3 CF.sub.3 B24 0 A700 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CF.sub.3 B24 0 A701 H Ph
CH.sub.3 CF.sub.3 B24 0 A702 H PhO CH.sub.3 CF.sub.3 B24 0 A703 H
PhS CH.sub.3 CF.sub.3 B24 0 A704 H PhSO CH.sub.3 CF.sub.3 B24 0
A705 H PhSO.sub.2 CH.sub.3 CF.sub.3 B24 0 A706 H CH.sub.3S CH.sub.3
CF.sub.3 B24 0 A707 H CH.sub.3SO CH.sub.3 CF.sub.3 B24 0 A708 H
CF.sub.3 CH.sub.3 CF.sub.3 B24 0 A709 H F.sub.2CH CH.sub.3 CF.sub.3
B24 0 A710 H HCC CH.sub.3 CF.sub.3 B24 0 A711 H CH.sub.3CC CH.sub.3
CF.sub.3 B24 0 A712 H CH.sub.2.dbd.CH CH.sub.3 CF.sub.3 B24 0 A713
H CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CF.sub.3 B24 0 A714 H
CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CF.sub.3 B24 0 A715 H
(CH.sub.3).sub.2N CH.sub.3 CF.sub.3 B24 0 A716 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CF.sub.3 B24 0 A717 H
CH.sub.3SCH.sub.2 CH.sub.3 CF.sub.3 B24 0 A718 H CH.sub.3SOCH.sub.2
CH.sub.3 CF.sub.3 B24 0 A719 H CH.sub.3SO.sub.2CH.sub.2 CH.sub.3
CF.sub.3 B24 0 A720 H CH.sub.3 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A721
H CH.sub.3CH.sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A722 H
cyclopropyl CH.sub.3 CF.sub.3CF.sub.2 B24 0 A723 H
(CH.sub.3).sub.3C CH.sub.3 CF.sub.3CF.sub.2 B24 0 A724 H
(CH.sub.3).sub.2CH CH.sub.3 CF.sub.3CF.sub.2 B24 0 A725 H
CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A726 H
CH.sub.3OCH.sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A727 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A728 H Ph
CH.sub.3 CF.sub.3CF.sub.2 B24 0 A729 H PhO CH.sub.3
CF.sub.3CF.sub.2 B24 0 A730 H PhS CH.sub.3 CF.sub.3CF.sub.2 B24 0
A731 H PhSO CH.sub.3 CF.sub.3CF.sub.2 B24 0 A732 H PhSO.sub.2
CH.sub.3 CF.sub.3CF.sub.2 B24 0 A733 H CH.sub.3S CH.sub.3
CF.sub.3CF.sub.2 B24 0 A734 H CH.sub.3SO CH.sub.3 CF.sub.3CF.sub.2
B24 0 A735 H CF.sub.3 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A736 H
F.sub.2CH CH.sub.3 CF.sub.3CF.sub.2 B24 0 A737 H HCC CH.sub.3
CF.sub.3CF.sub.2 B24 0 A738 H CH.sub.3CC CH.sub.3 CF.sub.3CF.sub.2
B24 0 A739 H CH.sub.2.dbd.CH CH.sub.3 CF.sub.3CF.sub.2 B24 0 A740 H
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A741 H
CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CF.sub.3CF.sub.2 B24 0 A742 H
(CH.sub.3).sub.2N CH.sub.3 CF.sub.3CF.sub.2 B24 0 A743 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A744 H
CH.sub.3SCH.sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A745 H
CH.sub.3SOCH.sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A746 H
CH.sub.3SO.sub.2CH.sub.2 CH.sub.3 CF.sub.3CF.sub.2 B24 0 A747 H
CH.sub.3 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A748 H
CH.sub.3CH.sub.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A749 H
cyclopropyl CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A750 H
(CH.sub.3).sub.3C CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A751 H
(CH.sub.3).sub.2CH CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A752 H
CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0
A753 H CH.sub.3OCH.sub.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0
A754 H CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2
B24 0 A755 H Ph CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A756 H PhO
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A757 H PhS CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A758 H PhSO CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A759 H PhSO.sub.2 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A760 H CH.sub.3S CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A761 H CH.sub.3SO CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A762 H CF.sub.3 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A763 H F.sub.2CH CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A764 H HCC CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A765 H CH.sub.3CC CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A766 H CH.sub.2.dbd.CH CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A767 H CH.sub.2.dbd.CHCH.sub.2
CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0 A768 H
CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0
A769 H (CH.sub.3).sub.2N CH.sub.3 CF.sub.3CF.sub.2CF.sub.2 B24 0
A770 H (CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2
B24 0 A771 H CH.sub.3SCH.sub.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2
B24 0 A772 H CH.sub.3SOCH.sub.2 CH.sub.3 CF.sub.3CF.sub.2CF.sub.2
B24 0 A773 H CH.sub.3SO.sub.2CH.sub.2 CH.sub.3
CF.sub.3CF.sub.2CF.sub.2 B24 0 A774 H CH.sub.3 CH.sub.3 CF.sub.2Cl
B24 0 A775 H CH.sub.3CH.sub.2 CH.sub.3 CF.sub.2Cl B24 0 A776 H
cyclopropyl CH.sub.3 CF.sub.2Cl B24 0 A777 H (CH.sub.3).sub.3C
CH.sub.3 CF.sub.2Cl B24 0 A778 H (CH.sub.3).sub.2CH CH.sub.3
CF.sub.2Cl B24 0 A779 H CH.sub.3(CH.sub.2).sub.2 CH.sub.3
CF.sub.2Cl B24 0 A780 H CH.sub.3OCH.sub.2 CH.sub.3 CF.sub.2Cl B24 0
A781 H CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CF.sub.2Cl B24 0 A782 H
Ph CH.sub.3 CF.sub.2Cl B24 0 A783 H PhO CH.sub.3 CF.sub.2Cl B24 0
A784 H PhS CH.sub.3 CF.sub.2Cl B24 0 A785 H PhSO CH.sub.3
CF.sub.2Cl B24 0 A786 H PhSO.sub.2 CH.sub.3 CF.sub.2Cl B24 0 A787 H
CH.sub.3S CH.sub.3 CF.sub.2Cl B24 0 A788 H CH.sub.3SO CH.sub.3
CF.sub.2Cl B24 0 A789 H CF.sub.3 CH.sub.3 CF.sub.2Cl B24 0 A790 H
F.sub.2CH CH.sub.3 CF.sub.2Cl B24 0 A791 H HCC CH.sub.3 CF.sub.2Cl
B24 0 A792 H CH.sub.3CC CH.sub.3 CF.sub.2Cl B24 0 A793 H
CH.sub.2.dbd.CH CH.sub.3 CF.sub.2Cl B24 0 A794 H
CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CF.sub.2Cl B24 0 A795 H
CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CF.sub.2Cl B24 0 A796 H
(CH.sub.3).sub.2N CH.sub.3 CF.sub.2Cl B24 0 A797 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CF.sub.2Cl B24 0 A798 H
CH.sub.3SCH.sub.2 CH.sub.3 CF.sub.2Cl B24 0 A799 H
CH.sub.3SOCH.sub.2 CH.sub.3 CF.sub.2Cl B24 0 A800 H
CH.sub.3SO.sub.2CH.sub.2 CH.sub.3 CF.sub.2Cl B24 0 A801 H CH.sub.3
CH.sub.3 CHF.sub.2 B24 0 A802 H CH.sub.3CH.sub.2 CH.sub.3 CHF.sub.2
B24 0 A803 H cyclopropyl CH.sub.3 CHF.sub.2 B24 0 A804 H
(CH.sub.3).sub.3C CH.sub.3 CHF.sub.2 B24 0 A805 H
(CH.sub.3).sub.2CH CH.sub.3 CHF.sub.2 B24 0 A806 H
CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CHF.sub.2 B24 0 A807 H
CH.sub.3OCH.sub.2 CH.sub.3 CHF.sub.2 B24 0 A808 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CHF.sub.2 B24 0 A809 H Ph
CH.sub.3 CHF.sub.2 B24 0 A810 H PhO CH.sub.3 CHF.sub.2 B24 0 A811 H
PhS CH.sub.3 CHF.sub.2 B24 0 A812 H PhSO CH.sub.3 CHF.sub.2 B24 0
A813 H PhSO.sub.2 CH.sub.3 CHF.sub.2 B24 0 A814 H CH.sub.3S
CH.sub.3 CHF.sub.2 B24 0 A815 H CH.sub.3SO CH.sub.3 CHF.sub.2 B24 0
A816 H CF.sub.3 CH.sub.3 CHF.sub.2 B24 0 A817 H F.sub.2CH CH.sub.3
CHF.sub.2 B24 0 A818 H HCC CH.sub.3 CHF.sub.2 B24 0 A819 H
CH.sub.3CC CH.sub.3 CHF.sub.2 B24 0 A820 H CH.sub.2.dbd.CH CH.sub.3
CHF.sub.2 B24 0 A821 H CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CHF.sub.2
B24 0 A822 H CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CHF.sub.2 B24 0
A823 H (CH.sub.3).sub.2N CH.sub.3 CHF.sub.2 B24 0 A824 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CHF.sub.2 B24 0 A825 H
CH.sub.3SCH.sub.2 CH.sub.3 CHF.sub.2 B24 0 A826 H
CH.sub.3SOCH.sub.2 CH.sub.3 CHF.sub.2 B24 0 A827 H
CH.sub.3SO.sub.2CH.sub.2 CH.sub.3 CHF.sub.2 B24 0 A828 H CH.sub.3
CH.sub.3 CCl.sub.3 B24 0 A829 H CH.sub.3CH.sub.2 CH.sub.3 CCl.sub.3
B24 0 A830 H cyclopropyl CH.sub.3 CCl.sub.3 B24 0 A831 H
(CH.sub.3).sub.3C CH.sub.3 CCl.sub.3 B24 0 A832 H
(CH.sub.3).sub.2CH CH.sub.3 CCl.sub.3 B24 0 A833 H
CH.sub.3(CH.sub.2).sub.2 CH.sub.3 CCl.sub.3 B24 0 A834 H
CH.sub.3OCH.sub.2 CH.sub.3 CCl.sub.3 B24 0 A835 H
CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 CCl.sub.3 B24 0 A836 H Ph
CH.sub.3 CCl.sub.3 B24 0 A837 H PhO CH.sub.3 CCl.sub.3 B24 0 A838 H
PhS CH.sub.3 CCl.sub.3 B24 0 A839 H PhSO CH.sub.3 CCl.sub.3 B24 0
A840 H PhSO.sub.2 CH.sub.3 CCl.sub.3 B24 0 A841 H CH.sub.3S
CH.sub.3 CCl.sub.3 B24 0 A842 H CH.sub.3SO CH.sub.3 CCl.sub.3 B24 0
A843 H CF.sub.3 CH.sub.3 CCl.sub.3 B24 0 A844 H F.sub.2CH CH.sub.3
CCl.sub.3 B24 0 A845 H HCC CH.sub.3 CCl.sub.3 B24 0 A846 H
CH.sub.3CC CH.sub.3 CCl.sub.3 B24 0 A847 H CH.sub.2.dbd.CH CH.sub.3
CCl.sub.3 B24 0 A848 H CH.sub.2.dbd.CHCH.sub.2 CH.sub.3 CCl.sub.3
B24 0 A849 H CH.sub.3SO.sub.2N(CH.sub.3) CH.sub.3 CCl.sub.3 B24 0
A850 H (CH.sub.3).sub.2N CH.sub.3 CCl.sub.3 B24 0 A851 H
(CH.sub.3).sub.2NSO.sub.2 CH.sub.3 CCl.sub.3 B24 0 A852 H
CH.sub.3SCH.sub.2 CH.sub.3 CCl.sub.3 B24 0 A853 H
CH.sub.3SOCH.sub.2 CH.sub.3 CCl.sub.3 B24 0 A854 H
CH.sub.3SO.sub.2CH.sub.2 CH.sub.3 CCl.sub.3 B24 0 A855 H CH.sub.3
Ph CF.sub.3 B24 0 A856 H CH.sub.3CH.sub.2 Ph CF.sub.3 B24 0 A857 H
(CH.sub.3).sub.2CH Ph CF.sub.3 B24 0 A858 H (CH.sub.3).sub.2CH Ph
CF.sub.3 B24 0 A859 H cyclopropyl Ph CF.sub.3 B24 0 A860 H
CH.sub.3(CH.sub.2).sub.2 Ph CF.sub.3 B24 0 A861 H CH.sub.3OCH.sub.2
Ph CF.sub.3 B24 0 A862 H CH.sub.3O(CH.sub.2).sub.2 Ph CF.sub.3 B24
0 A863 H Ph Ph CF.sub.3 B24 0 A864 H PhO Ph CF.sub.3 B24 0 A865 H
PhS Ph CF.sub.3 B24 0 A866 H PhSO Ph CF.sub.3 B24 0 A867 H
PhSO.sub.2 Ph CF.sub.3 B24 0 A868 H CH.sub.3S Ph CF.sub.3 B24 0
A869 H CH.sub.3SO Ph CF.sub.3 B24 0 A870 H CF.sub.3 Ph CF.sub.3 B24
0 A871 H F.sub.2CH Ph CF.sub.3 B24 0 A872 H HCC Ph CF.sub.3 B24 0
A873 H CH.sub.3CC Ph CF.sub.3 B24 0 A874 H CH.sub.2.dbd.CH Ph
CF.sub.3 B24 0 A875 H CH.sub.2.dbd.CHCH.sub.2 Ph CF.sub.3 B24 0
A876 H CH.sub.3SO.sub.2N(CH.sub.3) Ph CF.sub.3 B24 0 A877 H
(CH.sub.3).sub.2N Ph CF.sub.3 B24 0 A878 H (CH.sub.3).sub.2NSO.sub-
.2 Ph CF.sub.3 B24 0 A879 H CH.sub.3SCH.sub.2 Ph CF.sub.3 B24 0
A880 H CH.sub.3SOCH.sub.2 Ph CF.sub.3 B24 0 A881 H
CH.sub.3SO.sub.2CH.sub.2 Ph CF.sub.3 B24 0 A882 H CH.sub.3 Ph
CF.sub.3CF.sub.2 B24 0 A883 H CH.sub.3CH.sub.2 Ph CF.sub.3CF.sub.2
B24 0 A884 H cyclopropyl Ph CF.sub.3CF.sub.2 B24 0 A885 H
(CH.sub.3).sub.3C Ph CF.sub.3CF.sub.2 B24 0 A886 H
(CH.sub.3).sub.2CH Ph CF.sub.3CF.sub.2 B24 0 A887 H
CH.sub.3(CH.sub.2).sub.2 Ph CF.sub.3CF.sub.2 B24 0 A888 H
CH.sub.3OCH.sub.2 Ph CF.sub.3CF.sub.2 B24 0 A889 H
CH.sub.3O(CH.sub.2).sub.2 Ph CF.sub.3CF.sub.2 B24 0 A890 H Ph Ph
CF.sub.3CF.sub.2 B24 0 A891 H PhO Ph CF.sub.3CF.sub.2 B24 0 A892 H
PhS Ph CF.sub.3CF.sub.2 B24 0 A893 H PhSO Ph CF.sub.3CF.sub.2 B24 0
A894 H PhSO.sub.2 Ph CF.sub.3CF.sub.2 B24 0 A895 H CH.sub.3S Ph
CF.sub.3CF.sub.2 B24 0 A896 H CH.sub.3SO Ph CF.sub.3CF.sub.2 B24 0
A897 H CF.sub.3 Ph CF.sub.3CF.sub.2 B24 0 A898 H F.sub.2CH Ph
CF.sub.3CF.sub.2 B24 0 A899 H HCC Ph CF.sub.3CF.sub.2 B24 0 A900 H
CH.sub.3CC Ph CF.sub.3CF.sub.2 B24 0 A901 H CH.sub.2.dbd.CH Ph
CF.sub.3CF.sub.2 B24 0 A902 H CH.sub.2.dbd.CHCH.sub.2 Ph
CF.sub.3CF.sub.2 B24 0 A903 H CH.sub.3SO.sub.2N(CH.sub.3) Ph
CF.sub.3CF.sub.2 B24 0 A904 H (CH.sub.3).sub.2N Ph CF.sub.3CF.sub.2
B24 0 A905 H (CH.sub.3).sub.2NSO.sub.2 Ph CF.sub.3CF.sub.2 B24 0
A906 H CH.sub.3SCH.sub.2 Ph CF.sub.3CF.sub.2 B24 0 A907 H
CH.sub.3SOCH.sub.2 Ph CF.sub.3CF.sub.2 B24 0 A908 H
CH.sub.3SO.sub.2CH.sub.2 Ph CF.sub.3CF.sub.2 B24 0 A909 H CH.sub.3
Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A910 H CH.sub.3CH.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A911 H cyclopropyl Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A912 H (CH.sub.3).sub.3C Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A913 H (CH.sub.3).sub.2CH Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A914 H CH.sub.3(CH.sub.2).sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A915 H CH.sub.3OCH.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A916 H CH.sub.3O(CH.sub.2).sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A917 H Ph Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A918 H PhO Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A919 H PhS Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A920 H PhSO Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A921 H PhSO.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A922 H CH.sub.3S Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A923 H CH.sub.3SO Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A924 H CF.sub.3 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A925 H F.sub.2CH Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A926 H HCC Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A927 H CH.sub.3CC Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A928 H CH.sub.2.dbd.CH Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A929 H CH.sub.2.dbd.CHCH.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A930 H CH.sub.3SO.sub.2N(CH.sub.3)
Ph CF.sub.3CF.sub.2CF.sub.2 B24 0 A931 H (CH.sub.3).sub.2N Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A932 H (CH.sub.3).sub.2NSO.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A933 H CH.sub.3SCH.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A934 H CH.sub.3SOCH.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A935 H CH.sub.3SO.sub.2CH.sub.2 Ph
CF.sub.3CF.sub.2CF.sub.2 B24 0 A936 H CH.sub.3 Ph CF.sub.2Cl B24 0
A937 H CH.sub.3CH.sub.2 Ph CF.sub.2Cl B24 0 A938 H cyclopropyl Ph
CF.sub.2Cl B24 0 A939 H (CH.sub.3).sub.3C Ph CF.sub.2Cl B24 0 A940
H (CH.sub.3).sub.2CH Ph CF.sub.2Cl B24 0 A941 H
CH.sub.3(CH.sub.2).sub.2 Ph CF.sub.2Cl B24 0 A942 H
CH.sub.3OCH.sub.2 Ph CF.sub.2Cl B24 0 A943 H
CH.sub.3O(CH.sub.2).sub.2 Ph CF.sub.2Cl B24 0 A944 H Ph Ph
CF.sub.2Cl B24 0 A945 H PhO Ph CF.sub.2Cl B24 0 A946 H PhS Ph
CF.sub.2Cl B24 0 A947 H PhSO Ph CF.sub.2Cl B24 0 A948 H
PhSO.sub.2 Ph CF.sub.2Cl B24 0 A949 H CH.sub.3S Ph CF.sub.2Cl B24 0
A950 H CH.sub.3SO Ph CF.sub.2Cl B24 0 A951 H CF.sub.3 Ph CF.sub.2Cl
B24 0 A952 H F.sub.2CH Ph CF.sub.2Cl B24 0 A953 H HCC Ph CF.sub.2Cl
B24 0 A954 H CH.sub.3CC Ph CF.sub.2Cl B24 0 A955 H CH.sub.2.dbd.CH
Ph CF.sub.2Cl B24 0 A956 H CH.sub.2.dbd.CHCH.sub.2 Ph CF.sub.2Cl
B24 0 A957 H CH.sub.3SO.sub.2N(CH.sub.3) Ph CF.sub.2Cl B24 0 A958 H
(CH.sub.3).sub.2N Ph CF.sub.2Cl B24 0 A959 H
(CH.sub.3).sub.2NSO.sub.2 Ph CF.sub.2Cl B24 0 A960 H
CH.sub.3SCH.sub.2 Ph CF.sub.2Cl B24 0 A961 H CH.sub.3SOCH.sub.2 Ph
CF.sub.2Cl B24 0 A962 H CH.sub.3SO.sub.2CH.sub.2 Ph CF.sub.2Cl B24
0 A963 H CH.sub.3 Ph CHF.sub.2 B24 0 A964 H CH.sub.3CH.sub.2 Ph
CHF.sub.2 B24 0 A965 H (CH.sub.3).sub.3C Ph CHF.sub.2 B24 0 A966 H
(CH.sub.3).sub.2CH Ph CHF.sub.2 B24 0 A967 H cyclopropyl Ph
CHF.sub.2 B24 0 A968 H CH.sub.3(CH.sub.2).sub.2 Ph CHF.sub.2 B24 0
A969 H CH.sub.3OCH.sub.2 Ph CHF.sub.2 B24 0 A970 H
CH.sub.3O(CH.sub.2).sub.2 Ph CHF.sub.2 B24 0 A971 H Ph Ph CHF.sub.2
B24 0 A972 H PhO Ph CHF.sub.2 B24 0 A973 H PhS Ph CHF.sub.2 B24 0
A974 H PhSO Ph CHF.sub.2 B24 0 A975 H PhSO.sub.2 Ph CHF.sub.2 B24 0
A976 H CH.sub.3S Ph CHF.sub.2 B24 0 A977 H CH.sub.3SO Ph CHF.sub.2
B24 0 A978 H CF.sub.3 Ph CHF.sub.2 B24 0 A979 H F.sub.2CH Ph
CHF.sub.2 B24 0 A980 H HCC Ph CHF.sub.2 B24 0 A981 H CH.sub.3CC Ph
CHF.sub.2 B24 0 A982 H CH.sub.2.dbd.CH Ph CHF.sub.2 B24 0 A983 H
CH.sub.2.dbd.CHCH.sub.2 Ph CHF.sub.2 B24 0 A984 H
CH.sub.3SO.sub.2N(CH.sub.3) Ph CHF.sub.2 B24 0 A985 H
(CH.sub.3).sub.2N Ph CHF.sub.2 B24 0 A986 H
(CH.sub.3).sub.2NSO.sub.2 Ph CHF.sub.2 B24 0 A987 H
CH.sub.3SCH.sub.2 Ph CHF.sub.2 B24 0 A988 H CH.sub.3SOCH.sub.2 Ph
CHF.sub.2 B24 0 A989 H CH.sub.3SO.sub.2CH.sub.2 Ph CHF.sub.2 B24 0
A990 H CH.sub.3 Ph CCl.sub.3 B24 0 A991 H CH.sub.3CH.sub.2 Ph
CCl.sub.3 B24 0 A992 H (CH.sub.3).sub.3C Ph CCl.sub.3 B24 0 A993 H
(CH.sub.3).sub.2CH Ph CCl.sub.3 B24 0 A994 H cyclopropyl Ph
CCl.sub.3 B24 0 A995 H CH.sub.3(CH.sub.2).sub.2 Ph CCl.sub.3 B24 0
A996 H CH.sub.3OCH.sub.2 Ph CCl.sub.3 B24 0 A997 H
CH.sub.3O(CH.sub.2).sub.2 Ph CCl.sub.3 B24 0 A998 H Ph Ph CCl.sub.3
B24 0 A999 H PhO Ph CCl.sub.3 B24 0 A1000 H PhS Ph CCl.sub.3 B24 0
A1001 H PhSO Ph CCl.sub.3 B24 0 A1002 H PhSO.sub.2 Ph CCl.sub.3 B24
0 A1003 H CH.sub.3S Ph CCl.sub.3 B24 0 A1004 H CH.sub.3SO Ph
CCl.sub.3 B24 0 A1005 H CF.sub.3 Ph CCl.sub.3 B24 0 A1006 H
F.sub.2CH Ph CCl.sub.3 B24 0 A1007 H HCC Ph CCl.sub.3 B24 0 A1008 H
CH.sub.3CC Ph CCl.sub.3 B24 0 A1009 H CH.sub.2.dbd.CH Ph CCl.sub.3
B24 0 A1010 H CH.sub.2.dbd.CHCH.sub.2 Ph CCl.sub.3 B24 0 A1011 H
CH.sub.3SO.sub.2N(CH.sub.3) Ph CCl.sub.3 B24 0 A1012 H
(CH.sub.3).sub.2N Ph CCl.sub.3 B24 0 A1013 H
(CH.sub.3).sub.2NSO.sub.2 Ph CCl.sub.3 B24 0 A1014 H
CH.sub.3SCH.sub.2 Ph CCl.sub.3 B24 0 A1015 H CH.sub.3SOCH.sub.2 Ph
CCl.sub.3 B24 0 A1016 H CH.sub.3SO.sub.2CH.sub.2 Ph CCl.sub.3 B24 0
A1017 F H H CF.sub.3 B24 0 A1018 Cl H H CF.sub.3 B24 0 A1019 Br H H
CF.sub.3 B24 0 A1020 NC H H CF.sub.3 B24 0 A1021 CH.sub.3SO.sub.2O
H H CF.sub.3 B24 0 A1022 CH.sub.3O H H CF.sub.3 B24 0 A1023
CH.sub.3CH.sub.2O H H CF.sub.3 B24 0 A1024 CH.sub.2CH.dbd.CH.sub.2O
H H CF.sub.3 B24 0 A1025 HCCCH.sub.2O H H CF.sub.3 B24 0 A1026
PhCH.sub.2S H H CF.sub.3 B24 0 A1027 PhCH.sub.2SO.sub.2 H H
CF.sub.3 B24 0 A1028 ClCH.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1029
BrCH.sub.2 H H CF.sub.3 B24 0 A1030 FCH.sub.2 H H CF.sub.3 B24 0
A1031 CHF.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1032 CF.sub.3CH.sub.2 H
H CF.sub.3 B24 0 A1033 [1,3]-imidazol-1- H H CF.sub.3 B24 0
ylmethyl A1034 CHCl.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1035
ClCH.dbd.CH H H CF.sub.3 B24 0 A1036 Cl.sub.2C.dbd.CH H H CF.sub.3
B24 0 A1037 CF.sub.3CH.dbd.CH H H CF.sub.3 B24 0 A1038 ClCC H H
CF.sub.3 B24 0 A1039 PhCH.sub.2 H H CF.sub.3 B24 0 A1040
CH.sub.3CH.sub.2 CH.sub.3 H CF.sub.3 B24 0 A1041 CH.sub.3 OH H
CF.sub.3 B24 0 A1042 CH.sub.3 F H CF.sub.3 B24 0 A1043 CH.sub.3 Cl
H CF.sub.3 B24 0 A1044 F CH.sub.3 H CF.sub.3 B24 0 A1045 Cl
CH.sub.3 H CF.sub.3 B24 0 A1046 H F H CF.sub.3 B24 0 A1047 H Cl H
CF.sub.3 B24 0 A1048 H Br H CF.sub.3 B24 0 A1049 H OH H CF.sub.3
B24 0 A1050 H OCH.sub.3 H CF.sub.3 B24 0 A1051 H OCHF.sub.2 H
CF.sub.3 B24 0 A1052 H OSO.sub.2CH.sub.3 H CF.sub.3 B24 0 A1053 H
OSO.sub.2CF.sub.3 H CF.sub.3 B24 0 A1054 H ClCH.sub.2 H CF.sub.3
B24 0 A1055 H BrCH.sub.2 H CF.sub.3 B24 0 A1056 H FCH.sub.2 H
CF.sub.3 B24 0 A1057 H CHF.sub.2CH.sub.2 H CF.sub.3 B24 0 A1058 H
CF.sub.3CH.sub.2 H CF.sub.3 B24 0 A1059 H triazolylmethyl H
CF.sub.3 B24 0 A1060 H CHCl.sub.2CH.sub.2 H CF.sub.3 B24 0 A1061 H
ClCH.dbd.CH H CF.sub.3 B24 0 A1062 H Cl.sub.2C.dbd.CH H CF.sub.3
B24 0 A1063 H CF.sub.3CH.dbd.CH H CF.sub.3 B24 0 A1064 H ClCC H
CF.sub.3 B24 0 A1065 H CH.sub.3C(O) H CF.sub.3 B24 0 A1066 H Ph H
CF.sub.3 B24 0 A1067 H SO.sub.2CH.sub.3 H CF.sub.3 B24 0 A1068 H
SO.sub.2CF.sub.3 H CF.sub.3 B24 0 A1069 H NC H CF.sub.3 B24 0 A1070
H NO.sub.2 H CF.sub.3 B24 0 A1071 CH.sub.3 H F CF.sub.3 B24 0 A1072
CH.sub.3 H Cl CF.sub.3 B24 0 A1073 CH.sub.3 H Br CF.sub.3 B24 0
A1074 CH.sub.3 H NC CF.sub.3 B24 0 A1075 CH.sub.3 H CH.sub.3O
CF.sub.3 B24 0 A1076 CH.sub.3 H CH.sub.3S CF.sub.3 B24 0 A1077
CH.sub.3 H CH.sub.3SO CF.sub.3 B24 0 A1078 CH.sub.3 H
CH.sub.3SO.sub.2 CF.sub.3 B24 0 A1079 CH.sub.3CH.sub.2OCH.sub.2 H H
CF.sub.3 B24 0 A1080 PhOCH.sub.2 H H CF.sub.3 B24 0 A1081 111 H H
CF.sub.3 B24 0 A1082 (CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.3
B24 0 A1083 BrCH.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1084
FCH.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1085 112 H H CF.sub.3 0 A1086
113 H H CF.sub.3 B24 0 A1087 114 H H CF.sub.3 B24 0 A1088 115 H H
CF.sub.3 B24 0 A1089 116 H H CF.sub.3 B24 0 A1090 117 H H CF.sub.3
B24 0 A1091 cyclopropyl-CH.sub.2 H H CF.sub.3 B24 0 A1092
2,2-dichlorocycloprop- H H CF.sub.3 B24 0 1-yl A1093
CH.sub.3OC(O)CH.dbd.CH H H CF.sub.3 B24 0 A1094
CH.sub.3CH.sub.2OC(O)CH.dbd.CH H H CF.sub.3 B24 0 A1095
ClCH.sub.2CH.dbd.CH H H CF.sub.3 B24 0 A1096 CH.dbd.C.dbd.CH H H
CF.sub.3 B24 0 A1097 (CH.sub.3).sub.2NCH.sub.2 H H CF.sub.3 B24 0
A1098 HOCH.sub.2 H H CF.sub.3 B24 0 A1099 CH.sub.3C(O)OCH.sub.2 H H
CF.sub.3 B24 0 A1100 PhC(O)OCH.sub.2 H H CF.sub.3 B24 0 A1101
PhCH.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1102 CH.sub.3OC(O)CH.sub.2 H
H CF.sub.3 B24 0 A1103 NCCH.sub.2 H H CF.sub.3 B24 0 A1104
CH.sub.3(CH.sub.2).sub.7SCH.sub.2 H H CF.sub.3 B24 0 A1105
CH.sub.3(CH.sub.2).sub.7SOCH.sub.2 H H CF.sub.3 B24 0 A1106
CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1107
118 H H CF.sub.3 B24 0 A1108 ClCH.sub.2CC H H CF.sub.3 B24 0 A1109
CHF.sub.2CH.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1110
CHCl.sub.2CH.sub.2CH.sub.2 H H CF.sub.3 B24 0 A1111
CF.sub.3SO.sub.2O H H CF.sub.3 B24 0 A1112 119 H H CF.sub.3 B24 0
A1113 120 H H CF.sub.3 B24 0 A1114 121 H H CF.sub.3 B24 0 A1115 122
H H CF.sub.3 B24 0 A1116 123 H H CF.sub.3 B24 0 A1117 124 H H
CF.sub.3 B24 0 A1118 CH.sub.3ON.dbd.CHCH.sub.2 H H CF.sub.3 B24 0
A1119 O.dbd.CHCH.sub.2 H H CF.sub.3 B24 0 A1120
CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.2Cl B24 0 A1121 PhOCH.sub.2 H
H CF.sub.2Cl B24 0 A1122 125 H H CF.sub.2Cl B24 0 A1123
(CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.2Cl B24 0 A1124
BrCH.sub.2 H H CF.sub.2Cl B24 0 A1125 FCH.sub.2 H H CF.sub.2Cl B24
0 A1126 126 H H CF.sub.2Cl B24 0 A1127 127 H H CF.sub.2Cl B24 0
A1128 128 H H CF.sub.2Cl B24 0 A1129 129 H H CF.sub.2Cl B24 0 A1130
130 H H CF.sub.2Cl B24 0 A1131 131 H H CF.sub.2Cl B24 0 A1132
cyclopropyl-CH.sub.2 H H CF.sub.2Cl B24 0 A1133
2,2-dichlorocycloprop- H H CF.sub.2Cl B24 0 1-yl A1134
CH.sub.3OC(O)CH.dbd.CH H H CF.sub.2Cl B24 0 A1135
CH.sub.3CH.sub.2OC(O)CH.dbd.CH H H CF.sub.2Cl B24 0 A1136
ClCH.sub.2CH.dbd.CH H H CF.sub.2Cl B24 0 A1137 CH.dbd.C.dbd.CH H H
CF.sub.2Cl B24 0 A1138 (CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2Cl B24
0 A1139 HOCH.sub.2 H H CF.sub.2Cl B24 0 A1140 CH.sub.3C(O)OCH.sub.2
H H CF.sub.2Cl B24 0 A1141 PhC(O)OCH.sub.2 H H CF.sub.2Cl B24 0
A1142 PhCH.sub.2 H H CF.sub.2Cl B24 0 A1143 CH.sub.3OC(O)CH.sub.2 H
H CF.sub.2Cl B24 0 A1144 NCCH.sub.2 H H CF.sub.2Cl B24 0 A1145
CH.sub.3(CH.sub.2).sub.7SCH.sub.2 H H CF.sub.2Cl B24 0 A1146
CH.sub.3(CH.sub.2).sub.7SOCH.sub.2 H H CF.sub.2Cl B24 0 A1147
CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H CF.sub.2Cl B24 0 A1148
132 H H CF.sub.2Cl B24 0 A1149 ClCH.sub.2CC H H CF.sub.2Cl B24 0
A1150 Br H H CF.sub.2Cl B24 0 A1151 Cl H H CF.sub.2Cl B24 0 A1152
CF.sub.3SO.sub.2O H H CF.sub.2Cl B24 0 A1153 133 H H CF.sub.2Cl B24
0 A1154 134 H H CF.sub.2Cl B24 0 A1155 135 H H CF.sub.2Cl B24 0
A1156 136 H H CF.sub.2Cl B24 0 A1157 137 H H CF.sub.2Cl B24 0 A1158
138 H H CF.sub.2Cl B24 0 A1159 CH.sub.3ON.dbd.CHCH.sub.2 H H
CF.sub.2Cl B24 0 A1160 O.dbd.CHCH.sub.2 H H CF.sub.2Cl B24 0 A1161
CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.2H B24 0 A1162 PhOCH.sub.2 H H
CF.sub.2H B24 0 A1163 139 H H CF.sub.2H B24 0 A1164
(CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.2H B24 0 A1165
BrCH.sub.2 H H CF.sub.2H B24 0 A1166 FCH.sub.2 H H CF.sub.2H B24 0
A1167 140 H H CF.sub.2H B24 0 A1168 141 H H CF.sub.2H B24 0 A1169
142 H H CF.sub.2H B24 0 A1170 143 H H CF.sub.2H B24 0 A1171 144 H H
CF.sub.2H B24 0 A1172 145 H H CF.sub.2H B24 0 A1173
cyclopropyl-CH.sub.2 H H CF.sub.2H B24 0 A1174
2,2-dichlorocycloprop- H H CF.sub.2H B24 0 1-yl A1175
CH.sub.3OC(O)CH.dbd.CH H H CF.sub.2H B24 0 A1176
CH.sub.3CH.sub.2OC(O)CH.dbd.CH H H CF.sub.2H B24 0 A1177
ClCH.sub.2CH.dbd.CH H H CF.sub.2H B24 0 A1178 CH.dbd.C.dbd.CH H H
CF.sub.2H B24 0 A1179 (CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2H B24 0
A1180 HOCH.sub.2 H H CF.sub.2H B24 0 A1181 CH.sub.3C(O)OCH.sub.2 H
H CF.sub.2H B24 0 A1182 PhC(O)OCH.sub.2 H H CF.sub.2H B24 0 A1183
PhCH.sub.2 H H CF.sub.2H B24 0 A1184 CH.sub.3OC(O)CH.sub.2 H H
CF.sub.2H B24 0 A1185 NCCH.sub.2 H H CF.sub.2H B24 0 A1186
CH.sub.3(CH.sub.2).sub.7SCH.sub.2 H H CF.sub.2H B24 0 A1187
CH.sub.3(CH.sub.2).sub.7SOCH.sub.2 H H CF.sub.2H B24 0 A1188
CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H CF.sub.2H B24 0 A1189
146 H H CF.sub.2H B24 0 A1190 ClCH.sub.2CC H H CF.sub.2H B24 0
A1191 Br H H CF2N B24 0 A1192 Cl H H CF.sub.2H B24 0 A1193
CF.sub.3SO.sub.2O H H CF.sub.2H B24 0 A1194 147 H H CF.sub.2H B24 0
A1195 148 H H CF.sub.2H B24 0 A1196 149 H H CF.sub.2H B24 0 A1197
150 H H CF.sub.2H B24 0 A1198 151 H H CF.sub.2H B24 0 A1199 152 H H
CF.sub.2H B24 0 A1200 CH.sub.3ON.dbd.CHCH.sub.2 H H CF.sub.2H B24 0
A1201 O.dbd.CHCH.sub.2 H H CF.sub.2H B24 0 A1202 CH.sub.3CH.dbd.CH
H H CF.sub.3 B24 0 A1203 CH.sub.3SO.sub.2NH H H CF.sub.3 B24 0
A1204 CH.sub.3CH.sub.2CH.sub.2O H CH.sub.3 CF.sub.3 B24 0 A1205 Cl
CH.sub.3 H CF.sub.3 B24 0 A1206 F.sub.2CHO H H CF.sub.3 B24 0 A1207
CH.sub.3CH.sub.2C(O)OCH.sub.2 H H CF.sub.3 B24 0 A1208
CH.sub.3CH.sub.2OC(O)OCH.sub.2 H H CF.sub.3 B24 0 A1209
CH.sub.3OCH.sub.2OCH.sub.2 H H CF.sub.3 B24 0 A1210 CH.sub.3 H H
CF.sub.3 B24 1 A1211 CH.sub.3CH.sub.2 H H CF.sub.3 B24 1 A1212
cyclopropyl H H CF.sub.3 B24 1 A1213 CH.sub.3(CH.sub.2).sub.- 2 H H
CF.sub.3 B24 1 A1214 CH.sub.3OCH.sub.2 H H CF.sub.3 B24 1 A1215
CF.sub.3 H H CF.sub.3 B24 1 A1216 F.sub.2CH H H CF.sub.3 B24 1
A1217 ClCH.sub.2 H H CF.sub.3 B24 1 A1218 CH.sub.3SO.sub.2CH.sub.2
H H CF.sub.3 B24 1 A1219 CH.sub.3 CF.sub.3 H CH.sub.3 B24 1 A1220
CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.3 B24 1 A1221 PhOCH.sub.2 H H
CF.sub.3 B24 1 A1222 (CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H CF.sub.3
B24 1 A1223 BrCH.sub.2 H H CF.sub.3 B24 1 A1224 FCH.sub.2 H H
CF.sub.3 B24 1 A1225 153 H H CF.sub.3 B24 1 A1226 154 H H CF.sub.3
B24 1 A1227 cyclopropyl-CH.sub.2 H H CF.sub.3 B24 1 A1228
2,2-dichlorocycloprop- H H CF.sub.3 B24 1 1-yl A1229
(CH.sub.3).sub.2NCH.sub.2 H H CF.sub.3 B24 1 A1230 HOCH.sub.2 H H
CF.sub.3 B24 1 A1231 CH.sub.3C(O)OCH.sub.2 H H CF.sub.3 B24 1 A1232
PhC(O)OCH.sub.2 H H CF.sub.3 B24 1 A1233 PhCH.sub.2 H H CF.sub.3
B24 1 A1234 CH.sub.3OC(O)CH.sub.2 H H CF.sub.3 B24 1 A1235
NCCH.sub.2 H H CF.sub.3 B24 1 A1236
CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H CF.sub.3 B24 1 A1237
Br H H CF.sub.3 B24 1 A1238 Cl H H CF.sub.3 B24 1 A1239
O.dbd.CHCH.sub.2 H H CF.sub.3 B24 1 A1240 CH.sub.3 H H CF.sub.2Cl
B24 1 A1241 CH.sub.3CH.sub.2 H H CF.sub.2Cl B24 1 A1242 cyclopropyl
H H CF.sub.2Cl B24 1 A1243 CH.sub.3(CH.sub.2).sub.2 H H CF.sub.2Cl
B24 1 A1244 CH.sub.3OCH.sub.2 H H CF.sub.2Cl B24 1 A1245 CF.sub.3 H
H CF.sub.2Cl B24 1 A1246 F.sub.2CH H H CF.sub.2Cl B24 1 A1247
ClCH.sub.2 H H CF.sub.2Cl B24 1 A1248 CH.sub.3SO.sub.2CH.sub.2 H H
CF.sub.2Cl B24 1 A1249 CH.sub.3 CF.sub.3 H CF.sub.2Cl B24 1 A1250
CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.2Cl B24 1 A1251 PhOCH.sub.2 H
H CF.sub.2Cl B24 1 A1252 (CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H
CF.sub.2Cl B24 1 A1253 BrCH.sub.2 H H CF.sub.2Cl B24 1 A1254
FCH.sub.2 H H CF.sub.2Cl B24 1 A1255 155 H H CF.sub.2Cl B24 1 A1256
156 H H CF.sub.2Cl B24 1 A1257 cyclopropyl-CH.sub.2 H H CF.sub.2Cl
B24 1 A1258 2,2-dichlorocycloprop- H H CF.sub.2Cl B24 1 1-yl A1259
(CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2Cl B24 1 A1260 HOCH.sub.2 H H
CF.sub.2Cl B24 1 A1261 CH.sub.3C(O)OCH.sub.2 H H CF.sub.2Cl B24 1
A1262 PhC(O)OCH.sub.2 H H CF.sub.2Cl B24 1 A1263 PhCH.sub.2 H H
CF.sub.2Cl B24 1 A1264 CH.sub.3OC(O)CH.sub.2 H H CF.sub.2Cl B24 1
A1265 NCCH.sub.2 H H CF.sub.2Cl B24 1 A1266
CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.- 2 H H CF.sub.2Cl B24 1
A1267 Br H H CF.sub.2Cl B24 1 A1268 Cl H H CF.sub.2Cl B24 1 A1269
O.dbd.CHCH.sub.2 H H CF.sub.2Cl B24 1 A1270 CH.sub.3 H H CF.sub.2H
B24 1 A1271 CH.sub.3CH.sub.2 H H CF.sub.2H B24 1 A1272 cyclopropyl
H H CF.sub.2H B24 1 A1273 CH.sub.3(CH.sub.2).sub.2 H H CF.sub.2H
B24 1 A1274 CH.sub.3OCH.sub.2 H H CF.sub.2H B24 1 A1275 CF.sub.3 H
H CF.sub.2H B24 1 A1276 F.sub.2CH H H CF.sub.2H B24 1 A1277
ClCH.sub.2 H H CF.sub.2H B24 1 A1278 CH.sub.3SO.sub.2CH.sub.2 H H
CF.sub.2H B24 1 A1279 CH.sub.3 CF.sub.3 H CF.sub.2H B24 1 A1280
CH.sub.3CH.sub.2OCH.sub.2 H H CF.sub.2H B24 1 A1281 PhOCH.sub.2 H H
CF.sub.2H B24 1 A1282 (CH.sub.3).sub.2CH.sub.2OCH.sub.2 H H
CF.sub.2H B24 1 A1283 BrCH.sub.2 H H CF.sub.2H B24 1 A1284
FCH.sub.2 H H CF.sub.2H B24 1 A1285 157 H H CF.sub.2H B24 1 A1286
158 H H CF.sub.2H B24 1 A1287 cyclopropyl-CH.sub.2 H H CF.sub.2H
B24 1 A1288 2,2-dichlorocycloprop H H CF.sub.2H B24 1 1-yl A1289
(CH.sub.3).sub.2NCH.sub.2 H H CF.sub.2H B24 1 A1290 HOCH.sub.2 H H
CF.sub.2H B24 1 A1291 CH.sub.3C(O)OCH.sub.2 H H CF.sub.2H B24 1
A1292 PhO(O)OCH.sub.2 H H CF.sub.2H B24 1 A1293 PhCH.sub.2 H H
CF.sub.2H B24 1 A1294 CH.sub.3OC(O)CH.sub.2 H H CF.sub.2H B24 1
A1295 NCCH.sub.2 H H CF.sub.2H B24 1 A1296
CH.sub.3(CH.sub.2).sub.7SO.sub.2CH.sub.2 H H CF.sub.2H B24 1 A1297
Br H H CF.sub.2H B24 1 A1298 Cl H H CF.sub.2H B24 1 A1299
O.dbd.CHCH.sub.2 H H CF.sub.2H B24 1 A1300 CH.sub.3 H H
CF.sub.3CF.sub.2 B24 1 A1301 HO H Ph CF.sub.3 B24 0 A1302 CH.sub.3
H CH.sub.2.dbd.CH CF.sub.3 B24 0 A1303 CH.sub.3 H CH.sub.3CH.sub.2O
CF.sub.3 B24 0 A1304 HO CH.sub.3 H CF.sub.3 B24 0 A1305 HO H H
CF.sub.3 B24 0 A1306 (CH.sub.3CH.sub.2)2N(O)- CO H H CF.sub.3 B24 0
A1307 CH.sub.3 H tosyl-O CF.sub.3 B24 0 A1308 CH.sub.3 H CH.sub.3CC
CF.sub.3 B24 0 A1309 CH.sub.3 H HCC CF.sub.3 B24 0 A1310 CH.sub.3 H
ClCH.sub.2CC CF.sub.3 B24 0 A1311 CH.sub.3 H PhCH.sub.2O CF.sub.3
B24 0 A1312 CH.sub.3 H CF.sub.3SO.sub.2O CF.sub.3 B24 0 A1313
CH.sub.3 H (CH.sub.3).sub.2N CF.sub.3 B24 0 A1314 CH.sub.3 H
CH.sub.3C(O)O CF.sub.3 B24 0 A1315 CH.sub.3 H CH.sub.3CH.sub.2C(O)
CF.sub.3 B24 0 O A1316 CH.sub.3 H PhC(O)O CF.sub.3 B24 0 A1317
CH.sub.3 H 3-pyridyl CF.sub.3 B24 0 A1318 CH.sub.3OCH.sub.2OCH.sub-
.2 H H CF.sub.2Cl B24 0 A1319 CH.sub.3OCH.sub.2OCH.sub.2 H H
CF.sub.2H B24 0 A1320 CH.sub.3OCH.sub.2OCH.sub.2 H H
CF.sub.2CF.sub.3 B24 0 A1321 CH.sub.3OCH.sub.2OCH.sub.2 H H
CF.sub.3 B24 1 A1322 CH.sub.3O H CH.sub.3 CF.sub.3 B24 0
[0226] In the formulaic representations of the tables (for example
Table 7, compound A1088,substituent R.sub.2), the linkage site with
the pryridine ring is on the right-hand side of the formulaic
representation. Terminal valencies are a methyl group.
8TABLE 8 Compounds of the formula Ib (p is 0 or 1): (Ib) 159
Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17
B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 B33 B34
B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68
B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101
B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0227]
9TABLE 9 Compounds of the formula Ic (p is 0 or 1): (Ic) 160
Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17
B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 B33 B34
B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68
B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101
8102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0228]
10TABLE 10 Compounds of the formula Id (p is 0 or 1): (Id) 161
Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17
B18 819 B20 B21 B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 B33 B34
B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68
B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101
B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0229]
11TABLE 11 Compounds of the formula Ie (p is 0 or 1): (Ie) 162
Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17
B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 833 B34
B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68
B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101
B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 8621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 8646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0230]
12TABLE 12 Compounds of the formula If: (If) 163 Q.sub.1 B1 B2 B3
B4 B5 B6 B7 B8 89 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21
B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38
B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55
B56 B57 B58 B59 860 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72
B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89
B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104
B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117
B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130
B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143
B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156
B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169
B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182
B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195
B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208
B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221
B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234
B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247
B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260
B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273
B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286
B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299
B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312
B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325
B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338
B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351
B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364
B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377
B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390
B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403
B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416
B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429
B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442
B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455
B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468
B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481
B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494
B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507
B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520
B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533
B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546
B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559
B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572
B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585
B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598
B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611
B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624
B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637
B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650
B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663
B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776
B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789
B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802
B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815
B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828
B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841
B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854
B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867
B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880
B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893
B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906
B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919
B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932
B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945
B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958
B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971
B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984
B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997
B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008
B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019
B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030
B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041
B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052
B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063
B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074
B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083 B1084 B1085
B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094 B1095 B1096
B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105 B1106 B1107
B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116 B1117 B1118
B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127 B1128 B1129
B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138 B1139 B1140
B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149 B1150 B1151
B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160 B1161 B1162
B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171 B1172 B1173
B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182 B1183 B1184
B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193 B1194 B1195
B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204 B1205 B1206
B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215 B1216
B1217
[0231]
13TABLE 13 Compounds of the formula Ig (p is 0 or 1): (Ig) 164
Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17
B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 B33 B34
B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68
B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 899 B100 B101
B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0232]
14TABLE 14 Compounds of the formula Ih (p is 0 or 1): (Ih) 165
Q.sub.1 B1 B2 B3 B4 B5 86 B7 B8 89 B10 B11 B12 B13 B14 B15 B16 B17
B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 833 B34
B35 B36 B37 B38 839 B40 B41 B42 B43 B44 845 B46 B47 B48 B49 B50 851
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68
869 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101
B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 8435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 8588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 8976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0233]
15TABLE 15 Compounds of the formula Ik (p is 0 or 1): (Ik) 166
Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 816 B17
B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28 829 B30 B31 B32 B33 B34
B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 867 B68
B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 879 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101
B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0234]
16TABLE 16 Compounds of the formula Im (p is 0 or 1): (Im) 167
Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17
B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28 B29 B30 B31 B32 B33 B34
B35 B37 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51
B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68
B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85
B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101
B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114
B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127
B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140
B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153
B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166
B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179
B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192
B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205
B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218
B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231
B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244
B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257
B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270
B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283
B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296
B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309
B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322
B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335
B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348
B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361
B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374
B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387
B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400
B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413
B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426
B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439
B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452
B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465
B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478
B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491
B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504
B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517
B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530
B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543
B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556
B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569
B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582
B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595
B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608
B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621
B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634
B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647
B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660
B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773
B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786
B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799
B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812
B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825
B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838
B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851
B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864
B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877
B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890
B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903
B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916
B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929
B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942
B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955
B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968
B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981
B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994
B995 B996 B997 B998 B999 B1000 81001 B1002 B1003 B1004 B1005 B1006
B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017
B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028
B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039
B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050
B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061
B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072
B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083
B1084 B1085 B1086 B1087 B1088 B1089 B1090 B1091 B1092 B1093 B1094
B1095 B1096 B1097 B1098 B1099 B1100 B1101 B1102 B1103 B1104 B1105
B1106 B1107 B1108 B1109 B1110 B1111 B1112 B1113 B1114 B1115 B1116
B1117 B1118 B1119 B1120 B1121 B1122 B1123 B1124 B1125 B1126 B1127
B1128 B1129 B1130 B1131 B1132 B1133 B1134 B1135 B1136 B1137 B1138
B1139 B1140 B1141 B1142 B1143 B1144 B1145 B1146 B1147 B1148 B1149
B1150 B1151 B1152 B1153 B1154 B1155 B1156 B1157 B1158 B1159 B1160
B1161 B1162 B1163 B1164 B1165 B1166 B1167 B1168 B1169 B1170 B1171
B1172 B1173 B1174 B1175 B1176 B1177 B1178 B1179 B1180 B1181 B1182
B1183 B1184 B1185 B1186 B1187 B1188 B1189 B1190 B1191 B1192 B1193
B1194 B1195 B1196 B1197 B1198 B1199 B1200 B1201 B1202 B1203 B1204
B1205 B1206 B1207 B1208 B1209 B1210 B1211 B1212 B1213 B1214 B1215
B1216 B1217
[0235]
17TABLE 17 Compounds of the formula In (p is 0 or 1): (In) 168
Q.sub.1 Q.sub.1 Q.sub.1 Q.sub.1 Q.sub.1 Q.sub.1 Q.sub.1 Q.sub.1
Q.sub.1 Q.sub.1 Q.sub.1 Q.sub.1 B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11
B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 -- B25 B26 B27 B28
B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45
B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62
B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79
B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96
B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110
B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123
B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136
B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149
B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162
B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175
B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188
B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201
B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214
B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227
B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240
B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253
B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266
B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279
B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292
B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305
B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318
B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331
B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344
B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357
B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370
B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383
B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396
B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409
B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422
B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435
B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448
B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461
B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474
B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487
B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500
B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513
B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526
B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539
B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552
B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565
B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578
B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591
B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604
B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617
B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630
B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643
B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656
B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669
B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782
B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795
B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808
B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821
B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834
B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847
B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860
B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873
B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886
B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899
B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912
B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925
B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938
B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951
B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964
B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977
B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990
B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002
B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013
B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024
B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035
B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046
B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057
B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068
B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079
B1080 B1081 B1082 B1083 B1084 B1085 B1086 B1087 B1088 B1089 B1090
B1091 B1092 B1093 B1094 B1095 B1096 B1097 B1098 B1099 B1100 B1101
B1102 B1103 B1104 B1105 B1106 B1107 B1108 B1109 B1110 B1111 B1112
B1113 B1114 B1115 B1116 B1117 B1118 B1119 B1120 B1121 B1122 B1123
B1124 B1125 B1126 B1127 B1128 B1129 B1130 B1131 B1132 B1133 B1134
B1135 B1136 B1137 B1138 B1139 B1140 B1141 B1142 B1143 B1144 B1145
B1146 B1147 B1148 B1149 B1150 B1151 B1152 B1153 B1154 B1155 B1156
B1157 B1158 B1159 B1160 B1161 B1162 B1163 B1164 B1165 B1166 B1167
B1168 B1169 B1170 B1171 B1172 B1173 B1174 B1175 B1176 B1177 B1178
B1179 B1180 B1181 B1182 B1183 B1184 B1185 B1186 B1187 B1188 B1189
B1190 B1191 B1192 B1193 B1194 B1195 B1196 B1197 B1198 B1199 B1200
B1201 B1202 B1203 B1204 B1205 B1206 B1207 B1208 B1209 B1210 B1211
B1212 B1213 B1214 B1215 B1216 B1217
[0236]
18TABLE 18 Compounds of the formula Io (p is 0 or 1): (Io) 169
Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2
Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11
C12 C13 C14 C15 C16 C17 C18 C19 C20 C21 C22 C23 C24 C25 C26 C27 C28
C29 C30 C31 C32 C33 C34 C35 C36 C37 C38 C39 C40 C41 C42 C43 C44 C45
C46 C47 C48 C49 C50 C51 C52 C53 C54 C55 C56 C57 C58 C59 C60 C61 C62
C63 C64 C65 C66 C67 C68 C69 C70 C71 C72 C73 C74 C75 C76 C77 C78 C79
C80 C81 C82 C83 C84 C85 C86 C87 C88 C89 C90 C91 C92 C93 C94 C95 C96
C97 C98 C99 C100 C101 0102 C103 C104 C105 C106 C107 C108 C109 C110
C111 C112 C113 C114 C115 C116 C117 C118 C119 C120 C121 C122 C123
C124 C125 C126 C127 C128 C129 C130 C131 C132 C133 C134 C135 C136
C137 C138 C139 C140 C141 C142 C143 C144 C145 C146 C147 C148 C149
C150 C151
[0237]
19TABLE 19 Compounds of the formula Iq (p is 0 or 1): (Iq) 170
Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2
Q.sub.2 Q.sub.2 Q.sub.2 Q.sub.2 C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11
C12 C13 C14 C15 C16 C17 C18 C19 C20 C21 C22 C23 C24 C25 C26 C27 C28
C29 C30 C31 C32 C33 C34 C35 C36 C37 C38 C39 C40 C41 C42 C43 C44 C45
C46 C47 C48 C49 C50 C51 C52 C53 C54 C55 C56 C57 C58 C59 C60 C61 C62
C63 C64 C65 C66 C67 C68 C69 C70 C71 C72 C73 C74 C75 C76 C77 C78 C79
C80 C81 C82 C83 C84 C85 C86 C87 C88 C89 C90 C91 C92 C93 C94 C95 C96
C97 C98 C99 C100 C101 C102 C103 C104 C105 C106 C107 C108 C109 C110
C111 C112 C113 C114 C115 C116 C117 C118 C119 C120 C121 C122 C123
C124 C125 C126 C127 C128 C129 C130 C131 C132 C133 C134 C135 C136
C137 C138 C139 C140 C141 C142 C143 C144 C145 C146 C147 C148 C149
C150 C151
[0238]
20TABLE 20 Compounds of the formula Ir (p is 0 or 1): (Ir) 171
Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3
Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 D1 D2 D3 D4 D5 D6 D7 D8 D9 D10 D11
D12 D13 D14 D15 D16 D17 D18 D19 D20 D21 D22 D23 D24 D25 D26 D27 D28
D29 D30 D31 D32 D33 D34 D35 D36 D37 D38 D39 D40 D41 D42 D43 D44 D45
D46 D47 D48 D49 D50 D51 D52 D53 D54 D55 D56 D57 D58 D59 D60 D61 D62
D63 D64 D65 D66 D67 D68 D69 D70 D71 D72 D73 D74 D75 D76 D77 D78 D79
D80 D81 D82 D83 D84 D85 D86 D87 D88 D89 D90 D91 D92 D93 D94 D95 D96
D97 D98 D99 D100 D101 D102 D103 D104 D105 D106 D107 D108 D109 D110
D111 D112 D113 D114 D115 D116 D117 D118 D119 D120 D121 D122 D123
D124 D125 D126 D127 D128 D129 D130 D131 D132 D133 D134 D135 D136
D137 D138 D139 D140
[0239]
21TABLE 21 Compounds of the formula Is (p is 0 or 1): (Is) 172
Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3
Q.sub.3 Q.sub.3 Q.sub.3 Q.sub.3 D1 D2 D3 D4 D5 D6 D7 D8 D9 D10 D11
D12 D13 D14 D15 D16 D17 D18 D19 D20 D21 D22 D23 D24 D25 D26 D27 D28
D29 D30 D31 D32 D33 D34 D35 D36 D37 D38 D39 D40 D41 D42 D43 D44 D45
D46 D47 D48 D49 D50 D51 D52 D53 D54 D55 D56 D57 D58 D59 D60 D61 D62
D63 D64 D65 D66 D67 D68 D69 D70 D71 D72 D73 D74 D75 D76 D77 D78 D79
D80 D81 D82 D83 D84 D85 D86 D87 D88 D89 D90 D91 D92 D93 D94 D95 D96
D97 D98 D99 D100 D101 D102 D103 D104 D105 D106 D107 D108 D109 D110
D111 D112 D113 D114 D115 D116 D117 D118 D119 D120 D121 D122 D123
D124 D125 D126 D127 D128 D129 D130 D131 D132 D133 D134 D135 D136
D137 D138 D139 D140
[0240]
22TABLE 22 Compounds of the formula It (p is 0 or 1): (It) 173
Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4
Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 E1 E2 E3 E4
E5 E6 E7 E8 E9 E10 E11 E12 E13 E14 E15 E16 E17 E18 E19 E20 E21 E22
E23 E24 E25 E26 E27 E28 E29 E30
[0241]
23TABLE 23 Compounds of the formula Iu (p is 0 or 1): (Iu) 174
Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4
Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 Q.sub.4 E1 E2 E3 E4
E5 E6 E7 E8 E9 E10 E11 E12 E13 E14 E15 E16 E17 E18 E19 E20 E21 E22
E23 E24 E25 E26 E27 E28 E29 E30
[0242]
24TABLE 24 Compounds of the formula Iv (p is 0 or 1): (Iv) 175
Q.sub.5 Q.sub.5 Q.sub.5 Q.sub.5 Q.sub.5 Q.sub.5 F1 F2 F3 F4 F5
F6
[0243]
25TABLE 25 Compounds of the formula Iw (p is 0 or 1): (Iw) 176
Q.sub.5 Q.sub.5 Q.sub.5 Q.sub.5 Q.sub.5 Q.sub.5 F1 F2 F3 F4 F5
F6
[0244]
26TABLE 26 Physical data of the intermediates: Melting points are
indicated in .degree. C. Compound Phys. dat. Compound Phys. dat.
A17 99-100 A1025 crystalline A7 105-106 A1206 94-95 A9 73-74 A1022
oil A6 148-150 A1203 crystalline A26 143-144 A21 amorphous A34
170-171 A1023 110-111 A1026 crystalline A1085 188-191 A1304
crystalline A1088 157-158 A1301 crystalline A1092 crystalline A1018
110-111 A1095 136-138 A1 195-197 A1096 194-196 A2 150-151 A124
135-136 A15 164-166 A31 209-210 A27 107-108 H-B1057 166-167 A29
173-174 H-B1058 crystalline A32 145-146 H-B1061 crystalline A30
178-181 H-B1063 crystalline A4 143-144 H-B1065 oil A3 148-149
H-B1066 150-152 A10 166-167 H-B1067 122-123 A8 123-124 H-B1069
117-118 A5 81-82 H-B1070 crystalline A154 108-110 H-C1 116-118 A64
134-135 H-C24 172-175 A94 134-135 A1205 crystalline A531
crystalline H-D113 oil A1045 crystalline H-F5 oil A1322 crystalline
H-E16 145-148 A184 146-147 A1088 157-158 A358 155-156 A1103
152-153
[0245]
27TABLE 27 Physical data for the compounds of the formula I
indicated in the above tables: (The melting points are indicated in
.degree. C.) Comp. No. m.p. Phys. state Comp. No. m.p. Phys. state
A2-B1 90-92 crystalline A34-B1 53-54 crystalline A2-B1082 -- resin
A9-B1 -- oil A2-B1083 -- resin A184-B1 98-99 crystalline A2-B90 --
resin A184-B24 101-102 crystalline A2-B68 120-121 crystalline
A7-B24 -- oil A2-B24 75-76 crystalline A3-B24 -- oil A7-B1 -- oil
A34-B24 51-52 crystalline A2-B73 -- resin A2-B1091 -- oil A2-B75 --
amorphous A2-B1092 -- oil A2-B95 106-107 crystalline A8-B24 52-53
crystalline A2-B93 95-96 crystalline A18-824 -- oil A8-B1 97-98
crystalline A2-B552 -- resin A2-B925 -- oil A2-C152 -- oil A3-B1
42-44 crystalline A2-B69 -- resin A94-B1 57-58 crystalline A2-D36
-- resin A2-Bl057 -- amorphous A2-B618 -- resin A2-Bl063 -- oil
A2-B49 -- resin A2-B1061 -- oil A2-D71 -- resin A2-B133 58-60
crystalline A2-B1093 -- resin A2-B1058 89-91 crystalline A2-B26 --
oil A64-B24 80-82 crystalline A2-B33 -- resin A64-B1 49-51
crystalline A2-B34 -- waxy A2-B1089 -- oil A2-B35 -- waxy A2-831
151-153 crystalline A2-B1087 -- viscous A2-B1090 139-140
crystalline A2-B1094 -- viscous A154-B1 94-95 crystalline A2-B1088
108-109 crystalline A2-B46(cis) 61-62 crystalline A531-B24 --
viscous A2-B46(trans) 83-84 crystalline A2-B1099 94-96 crystalline
A2-B91 -- resin A2-B1095 -- viscous A2-B2 -- resin A2-B1097 -- oil
A2-B29 87-88 crystalline A2-B1098 92-93 crystalline A2-B1066 --
viscous A2-C147 -- resin A2-B25 -- oil A2-B70 -- resin A2-B1067 --
resin A2-B49 -- resin A2-B1069 -- oil A2-C1 -- oil A2-B1068 --
viscous A2-B1096 -- resin A2-B1070 -- viscous A2-B1085 176-177
crystalline A2-B5 -- resin A1022-B24 -- oil A2-C149 -- resin A2-C47
107-110 crystalline A2-C146 -- oil A2-B1100 128-130 crystalline
A2-B112 -- resin A8-B2 70-71 crystalline A2-D140 -- oil A8-B1064 --
resin A2-B354 139-140 crystalline A2-B45 -- resin A2-E16 -- solid
A2-B10 -- viscous A6-B1 123-124 crystalline A8-B133 68-69
crystalline A6-B24 -- oil A8-B1101 113-114 crystalline A1322-B24 --
oil A8-B1106 -- oil A2-B1101 124-125 crystalline A2-D111(trans) --
oil A2-B156 -- oil A2-D111(cis) -- resin A2-B144 -- resin
A8-D111(trans) -- oil A2-B145 -- resin A8-D109 62-62 amorphous
A2-B134 -- resin A8-B35 -- oil A1210-B354 220 crystalline A1023-B2
-- resin A2-C2 -- oil A1023-B354 95-97 crystalline A358-B1 -- oil
A15-B354 -- resin A2-D36 -- resin A8-B354 -- oil A1208-B354 -- oil
A8-B1067 -- oil A2-D113 (Isom. A) -- oil A8-C146 -- oil A2-D113
(Isom. B) -- oil A8-C1 -- oil A2-D114 (Isom. A) 159-160 crystalline
A94-B34 108-110 crystalline A2-D115 -- amorphous A94-B35 82-84
crystalline A1025-B354 -- viscous A1210-B354 -- amorphous A2-B1102
124-125 crystalline A2-B1105 119 crystalline A2-B1104 165-167
crystalline A1099-B1107 -- amorphous A1210-B1 117-119 crystalline
A2-B1123 -- resin A8-B34 -- oil A8-B1123 -- resin A8-B1103 -- oil
A2-B1138 -- resin A8-B1063 90-92 crystalline A124-B1 60-65
crystalline A8-B29 -- oil A1170-B1 106-107 crystalline A2-C24 --
oil A124-B34 -- oil A8-B552 -- oil A124-B35 -- oil AS-B156 -- resin
A94-B2 53-57 crystalline A1210-B1105 145-146 glassy- A2-B1174 --
crystalline amorphous A1206-B354 -- amorphous A2-B1213 133-134
crystalline A8-B134 -- oil A3-B1213 -- oil A8-D36 -- oil A4-B1213
-- oil A8-B1213 71-72 crystalline A2-B1214 -- resin A8-F5 -- resin
A2-F5 -- resin A1029-B1105 94.5-95 crystalline A2-D109 -- oil
[0246] Biological Examples
Example B1
Herbicidal Action Before Emergence of the Plants (Pre-Emergence
Action)
[0247] Monocotyledonous and dicotyledonous test plants are sown in
standard soil in plastic pots. Immediately after sowing, the test
substances as aqueous suspensions (prepared with a 25% wettable
powder (Example F3, b) in accordance with WO 97/34485) or as
emulsions (prepared with a 25% emulsion concentrate (Example F1,
c)) are sprayed on at a rate of 2 kg of a.i./ha or 250 g of a.i./ha
(500 l of water/ha). The test plants are then grown in the
greenhouse under optimal conditions. After a test period of 3
weeks, the experiment is evaluated with reference to a nine-step
scale (1=complete damage, 9=no effect). Score figures of 1 to 4 (in
particular 1 to 3) mean a good to very good herbicidal action.
28TABLE B1a pre-emergence action Compound g/ha Cyperus Ipomoea
Setaria Sinapis Solanum Stellaria A2-B1 2000 2 2 1 2 2 1 A2-B1082
2000 2 2 2 2 1 2 A2-B1083 2000 2 3 3 4 2 3 A2-B90 2000 1 1 1 1 1 1
A2-B68 2000 1 2 1 2 1 2 A2-B24 2000 1 1 1 2 1 1 A2-B73 2000 3 4 2 2
2 2 A2-B75 2000 2 3 2 2 1 2 A2-B95 2000 2 4 2 2 1 2 A2-B93 2000 2 4
2 2 1 2 A3-B1 2000 2 2 4 2 3 2 A94-B1 2000 1 2 2 1 1 2 A2-B1063
2000 1 2 1 2 1 2 A2-B1061 2000 3 3 2 2 1 2 A2-B133 2000 1 2 2 2 1 2
A64-B24 2000 4 4 2 2 1 2 A2-B1089 2000 1 2 2 2 1 2 A2-B31 2000 2 3
4 2 1 2 A2-B46(cis) 2000 1 2 1 2 1 2 A2-B46 (hans) 2000 1 2 1 2 1 2
A2-B91 2000 1 2 1 2 1 2 A2-B2 2000 1 1 1 1 1 2 A2-B25 2000 2 3 2 2
1 2 A2-B1067 2000 2 3 2 2 3 3 A2-B1068 2000 2 2 2 2 1 2 A2-B1070
2000 2 3 3 2 2 2 A2-C146 2000 1 2 2 2 1 2 A2-B354 2000 1 1 1 1 1 2
A34-B1 2000 1 2 2 2 2 3 A9-B1 2000 2 1 2 1 1 2 A184-B1 2000 2 4 2 2
1 2 A184-B24 2000 1 3 2 2 1 2 A3-B24 2000 1 3 2 2 1 2 A8-B24 2000 1
2 2 2 1 3 A18-B24 2000 1 1 1 1 1 2 A2-B552 2000 1 2 2 2 1 2 A2-C152
2000 1 1 2 2 1 2 A2-B69 2000 1 4 2 2 1 1 A2-D36 2000 1 2 2 2 1 1
A2-B618 2000 1 1 1 2 1 1 A2-B33 2000 1 3 2 2 1 3 A2-B34 2000 1 3 2
2 1 2 A2-B35 2000 2 4 2 2 2 2 A2-B1095 2000 3 4 2 2 1 2 P2-0147
2000 2 4 2 2 2 2 A2-B49 2000 2 4 2 2 1 2 A2-C1 2000 2 3 1 2 1 2
A2-B1100 2000 1 3 1 2 1 2 A8-B2 2000 1 3 2 2 1 2 A8-B1064 2000 2 4
3 2 1 3 A8-B1101 2000 2 4 2 2 1 1 A2-B156 2000 1 2 1 2 1 2 A2-B144
2000 3 4 2 2 2 4 A2-B134 2000 1 2 1 2 1 1 A1210-B354 2000 2 3 2 1 1
2 A2-C2 2000 2 3 1 1 1 1 A2-D36 2000 1 2 1 2 3 1 A2-D113(Isom.A)
2000 4 4 2 1 3 3 A2-0115 2000 3 3 2 2 2 3 A8-B34 2000 2 3 2 2 2 2
A8-B1103 2000 1 3 2 1 1 2 A2-C24 2000 1 2 1 1 1 2
[0248]
29TABLE B1b Pre-emergence action: Compound g/ha Panicum Digitaria
Echino. Abutilon Amaranthus Chenop. A8-B1 250 2 2 2 1 1 1 A1022-824
250 2 4 4 3 4 1 A2-B145 250 2 2 4 2 3 1 A1208-B354 250 1 1 1 1 1 1
A8-B1063 250 2 3 3 2 4 1 A8-B552 250 2 3 4 1 4 1 A8-B156 250 3 3 3
3 4 2 A1210-B1105 250 2 3 2 1 4 1
[0249] The same results are obtained when the compounds of the
formula I are formulated in accordance with Examples F2 and F4 to
F8 in accordance with WO 97/34485.
Example B2
Post-Emergence Herbicidal Action
[0250] Monocotyledonous and dicotyledonous test plants are grown in
the greenhouse in plastic pots containing standard soil, and, in
the 4- to 6-leaf stage, sprayed with an aqueous suspension of the
test substances of the formula I prepared with a 25% wettable
powder (Example F3, b) in accordance with WO 97/34485) or with an
emulsion of the test substances of the formula I prepared with a
25% emulsion concentrate (Example F1, c) in accordance with WO
97/34485), corresponding to a rate of 2 kg of a.i./ha or 250 g of
a.i./ha (500 l of water/ha). The test plants are subsequently grown
on in the greenhouse under optimal conditions. After a test period
of approximately 18 days, the test is evaluated with reference to a
nine-step scale (1=complete damage, 9=no effect). Score figures of
1 to 4 (in particular 1 to 3) mean a good to very good herbicidal
action. In this test, the compounds of the formula I show a potent
herbicidal action.
30TABLE B2a Post-emergence action: Compound g/ha Ipomoea Lolium
Setaria Sinapis Solanum Stellaria A2-B1 2000 1 2 1 1 1 2 A2-B1082
2000 1 2 2 1 1 2 A2-B1083 2000 1 4 2 1 1 2 A2-B90 2000 1 2 2 1 2 2
A2-B68 2000 1 2 2 1 1 2 A2-B24 2000 1 2 2 1 2 2 A2-B73 2000 1 3 2 1
1 2 A2-B75 2000 2 2 3 1 2 2 A2-B95 2000 1 2 2 1 2 2 A2-B93 2000 1 2
2 1 2 2 A3-B1 2000 1 3 2 1 1 2 A94-B1 2000 1 2 2 1 1 1 A2-B1063
2000 2 2 4 1 2 2 A2-B1061 2000 2 2 2 1 2 2 A2-B133 2000 1 2 2 1 2 2
A2-B1058 2000 1 2 4 1 2 2 A64-B24 2000 2 2 4 1 2 2 A64-B1 2000 2 3
4 1 1 2 A2-B1089 2000 1 2 2 1 1 2 A2-B31 2000 2 2 2 1 2 2 A2-B1090
2000 2 4 4 2 2 2 A2-B46 (cis) 2000 1 2 3 1 2 2 A2-B46 (trans) 2000
1 2 2 1 1 2 A2-B91 2000 1 2 2 1 2 2 A2-B2 2000 1 2 2 1 2 2 A2-B29
2000 2 3 2 1 2 2 A2-B1066 2000 1 3 2 1 2 2 A2-B25 2000 1 2 2 2 1 2
A2-B1068 2000 1 2 4 1 1 2 A2-B1070 2000 2 4 2 2 2 2 A2-B5 2000 1 2
2 1 2 2 A2-C149 2000 1 3 2 1 2 2 A2-C146 2000 1 2 2 1 2 2 A2-B112
2000 2 3 2 1 2 2 A2-B354 2000 2 2 2 2 2 2 A2-E16 2000 2 3 2 2 2 2
AG-B24 2000 1 3 2 1 1 2 A34-B1 2000 1 2 2 1 1 2 A9-B1 2000 2 4 2 2
2 2 A184-B1 2000 1 3 2 1 2 2 A184-B24 2000 1 2 2 1 2 2 A7-B24 2000
1 2 2 1 2 2 A3-B24 2000 2 2 2 1 2 2 A34-B24 2000 1 2 2 1 2 2 A8-B24
2000 2 2 2 1 2 2 A18-B24 2000 1 2 2 1 2 2 A2-C152 2000 2 2 3 1 2 2
A2-B69 2000 1 2 2 1 2 2 A2-D36 2000 2 2 2 1 2 2 A2-B618 2000 2 2 2
1 2 2 A2-B49 2000 2 2 2 1 2 2 A2-B1093 2000 2 2 2 1 2 2 A2-B33 2000
2 4 2 1 2 2 A2-B34 2000 1 3 2 1 1 2 A2-B35 2000 1 3 2 1 1 2
A2-B1087 2000 1 4 3 1 2 2 A531-B24 2000 2 2 2 1 2 2 A2-81095 2000 1
2 4 1 2 2 A2-0147 2000 1 2 2 1 2 2 A2-B70 2000 3 4 3 1 2 2 A2-B49
2000 2 2 2 1 2 2 P2-C1 2000 3 2 2 1 2 2 A2-B1100 2000 2 2 3 1 1 2
A8-B2 2000 2 2 2 2 2 3 A8-B1064 2000 2 4 2 1 1 2 A8-B133 2000 2 4 2
1 2 2 A8-B1101 2000 2 3 2 1 2 2 A2-B1101 2000 2 2 2 1 1 3 A2-B156
2000 1 2 2 1 2 2 A2-B134 2000 2 2 1 1 1 2 A1210-B354 2000 2 2 2 1 1
2 P2-02 2000 2 1 1 1 1 1 A2-D36 2000 2 1 1 1 1 1 A2-D113(Isom.A)
2000 2 1 1 1 1 2 P2-D113(Isom.B) 2000 2 2 2 2 1 2 P2-D114 2000 2 1
1 1 1 1 P2-D115 2000 1 2 1 1 1 1 A8-B34 2000 2 2 2 2 2 2 A8-B1103
2000 1 4 1 1 1 1 A2-C24 2000 1 1 1 1 1 1
[0251]
31TABLE B2b Post-emergence action: Compound g/ha Panicum Digitaria
Echino. Abutilon Xanth. Ipopur. Chenop. A8-B1 250 4 3 3 3 3 3 2
A2-B1091 250 4 4 2 3 4 3 3 A2-B1094 250 2 3 2 3 3 3 2 A2-B145 250 2
2 2 3 3 3 1 A1208-B354 250 3 4 2 1 2 2 2 A1210-B1 250 2 2 2 2 2 2 1
A8-B552 250 2 3 3 2 2 2 2 A8-B156 250 2 3 3 1 2 2 1 A1210-B1105 250
1 2 3 2 2 2 1 A8-B134 250 3 3 3 2 3 3 2 A8-D36 250 3 3 2 2 3 3 2
A2-D111(cis) 250 2 2 4 2 1 2 2 A2-D111(trans) 250 3 3 3 3 1 3 2
A8-D111 250 3 3 3 3 1 2 3 A8-0109 250 3 3 3 3 1 2 3 A8-F5 250 4 3 4
3 3 3 3 A2-F5 250 3 3 3 3 3 4 3
[0252] The same results are obtained when the compounds of the
formula I are formulated in accordance with Examples F2 and F4 to
F8 in accordance with WO 97/34485.
* * * * *