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US 4,729,986 AGranted
Fungicidal triazoles and imidazoles
AssigneeE. I. Du Pont de Nemours and Company
InventorRichard E. Olson
Life of this patent
Estimating the term…
Abstract
Substituted silylmethyl 1,2,4-triazoles and imidazoles also having selected substituents on the heterocyclic ring, agriculturally useful compositions comprising such compounds and the use of such compounds as fungicides.
Claims24
A compound of the general formula:
- ##STR295## wherein R.sub.1 is ##STR296## naphthyl, --CR.sub.7 .dbd.CHR.sub.8, or --C.tbd.CR.sub.7 :
- R.sub.2 and R.sub.3 are independently C.sub.1 -C.sub.6 alkyl, vinyl, CH.sub.2 CR.sub.9 .dbd.CR.sub.10 R.sub.11, ##STR297## or OR.sub.12 provided that both R.sub.2 and R.sub.3 may not be OR.sub.12 :
- R.sub.4 is H or CH.sub.3 :
- R.sub.5 and R.sub.6 are independently H, F, Cl, Br, OCH.sub.3, SCH.sub.3, OCF.sub.2 H, OCF.sub.3, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, phenyl, or halophenyl:
- R.sub.7 and R.sub.8 are independently H, C.sub.1 -C.sub.4 alkyl, or ##STR298## R.sub.9, R.sub.10 and R.sub.11 are independently H or CH.sub.3 ;
- Z is N or CH;
- when Z is N,
- X is H, C.sub.2 -C.sub.4 alkenyl, ethynyl, F, Cl, Br, I, NO.sub.2, SH and its corresponding disulfide, SeH and its corresponding diselenide, ##STR299## Y is H, F, Cl, Br, I, ##STR300## SSR.sub.17, CO.sub.2 CH.sub.3, CHO, or SH and its corresponding disulfide;
- m is 0 or 1;
- n is 0, 1, or 2;
- R.sub.12 is H or C.sub.1 -C.sub.4 alkyl;
- R.sub.13 is H, C.sub.1 -C.sub.4 alkyl, allyl, benzyl, C.sub.1 -C.sub.4 alkylcarbonyl, C.sub.1 -C.sub.4 haloalkylcarbonyl;
- R.sub.14 and R.sub.15 are independently H, C.sub.1 -C.sub.4 alkyl, allyl, benzyl, or phenyl optionally substituted with 1-3 substituents independently selected from halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, NO.sub.2 or SCH.sub.3 ;
- R.sub.16 is H, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.4 -C.sub.8 cycloalkenyl, alpha-pinenyl, aralkyl, aralkenyl, or phenyl optionally substituted with 1-3 substituents independently selected from halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, NO.sub.2 or SCH.sub.3 ;
- R.sub.17 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, allyl, benzyl or phenyl optionally substituted with 1-3 substituents independently selected from halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, NO.sub.2 or SCH.sub.3 ;
- R.sub.18 is C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.4 haloalkyl, CH.sub.2 SCN, C.sub.2 -C.sub.4 alkenyl, CHR.sub.9 (CHR.sub.10).sub.m CN, CH.sub.2 CO.sub.2 R.sub.14, C.sub.3 -C.sub.4 alkynyl, CH.sub.2 NO.sub.2, benzyl, CH.sub.2 OCH.sub.3, ##STR301## R.sub.19 is CH.sub.3, phenyl, or benzyl;
- R.sub.20 is C.sub.1 -C.sub.4 alkyl, CH.sub.2 CN, CH.sub.2 SCN, or allyl;
- provided that either X or Y must be H but both X and Y cannot be H simultaneously;
- when Z is CH, Y is H and X is S(O).sub.n R.sub.21, SO.sub.2 OH, I or SH and its corresponding disulfide;
- R.sub.21 is C.sub.2 -C.sub.4 alkyl, CH.sub.2 CN or CH.sub.2 SCN.
17 more elements
Dependencies are inferred from the claim text.