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US 5,756,426 AGranted
Phenyl acetic acid derivatives as pesticides
AssigneeNovartis AG
InventorsHugo Ziegler, Stephan Trah, Saleem Farooq, Rene Zurfluh
Life of this patent
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Abstract
Described herein are compounds of the formula I ##STR1## and the isomers thereof, in which either a) X is an N atom and Y is OR.sub.11 or N(R.sub.12)R.sub.13, or b) X is CH and Y is OR.sub.11, and in which furthermore: R.sub.11 is C.sub.1 -C.sub.4 alkyl; R.sub.12 and R.sub.13, independently, are hydrogen or C.sub.1 -C.sub.4 alkyl; A is an O atom or the group NR.sub.4 ; and wherein R.sub.1, R.sub.2 and R.sub.3 are as defined herein, are pesticidal active ingredients. They can be used for pest control, in particular as microbicides, insecticides and acaricides in agriculture, horticulture and in the hygiene sector.
Claims32
A compound of the formula:
- ##STR53## in which:
- (a) X is N and Y is OR.sub.11, or N(R.sub.12)R.sub.13, or
- (b) X is CH and Y is OR.sub.11 wherein R.sub.11, is C.sub.1 -C.sub.4 alkyl;
- and R.sub.12 and R.sub.13, independently, are hydrogen or C.sub.1 -C.sub.4 alkyl;
- R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, cyclopropyl, cyano, or methylthio;
- R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, or phenyl which is unsubstituted or substituted with from 1 to 4 substitutents independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.2 haloalkyl, C.sub.1 -C.sub.2 haloalkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.4 alkylenedioxy, cyano, and nitro;
- R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl having 1 to 5 halogen atoms, C.sub.1 -C.sub.4 alkoxyC.sub.1 -C.sub.2 alkyl, C.sub.2 -C.sub.4 alkenylC.sub.1 -C.sub.2 alkyl, which is unsubstituted or substituted by 1 to 3 halogen atoms, C.sub.2 -C.sub.4 alkynylC.sub.1 -C.sub.2 alkyl, C.sub.3 -C.sub.6 cycloalkyl which is unsubstituted or substituted by 1 to 4 halogen atoms, C.sub.3 -C.sub.6 cycloalkylC.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by 1 to 4 halogen atoms, cyano-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxycarbonylC.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.4 alkoxycarbamoyl-C.sub.1 -C.sub.2 alkyl, phenylC.sub.1 -C.sub.3 alkyl which is unsubstituted or substituted with from 1 to 3 substituents independently selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 -haloalkyl having 1 to 3 halogen atoms, C.sub.1 -C.sub.4 alkylenedioxy, nitro and cyano, or phenyl which is unsubstituted or substituted with from 1 to 3 substituents independently selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.2 -haloalkyl having 1 to 3 halogen atoms, nitro and cyano;
- and
- R.sub.4 is C.sub.1 -C.sub.4 alkyl or phenyl;
- or an isomer or isomer mixture thereof.
7 more elements
A compound of the formula:
- ##STR54## in which:
- (a) X is N and Y is OR.sub.11 or N(R.sub.12)R.sub.13, or
- (b) X is CH and Y is OR.sub.11, wherein R.sub.11, is C.sub.1 -C.sub.4 alkyl;
- and R.sub.12 and R.sub.13, independently, are hydrogen or C.sub.1 -C.sub.4 alkyl;
- A is an O atom or NR.sub.4 ;
- R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, cyclopropyl, cyano, or methylthio;
- R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl having 1 to 5 halogen atoms, C.sub.1 -C.sub.4 alkoxyC.sub.1 -C.sub.2 alkyl, C.sub.2 -C.sub.4 alkenylC.sub.1 -C.sub.2 alkyl, which is unsubstituted or substituted by 1 to 3 halogen atoms, C.sub.2 -C.sub.4 alkynylC.sub.1 -C.sub.2 alkyl, C.sub.3 -C.sub.6 cycloalkyl which is unsubstituted or substituted by 1 to 4 halogen atoms, C.sub.3 -C.sub.6 cycloalkylC.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by 1 to 4 halogen atoms, cyano-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxycarbonylC.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.4 alkoxycarbamoyl-C.sub.1 -C.sub.2 alkyl, phenylC.sub.1 -C.sub.3 alkyl which is unsubstituted or substituted with from 1 to 3 substituents independently selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl having 1 to 3 halogen atoms, C.sub.1 -C.sub.4 alkylenedioxy, nitro and cyano, or phenyl which is unsubstituted or substituted with from 1 to 3 substituents independently selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.2 -haloalkyl having 1 to 3 halogen atoms, nitro and cyano;
- R.sub.4 is C.sub.1 -C.sub.4 alkyl or phenyl;
- each of R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9, independently, is hydrogen, C.sub.1 -C.sub.4 alkyl, or halogen;
- p is 0, 1, 2, or 3;
- or an isomer or isomer mixture thereof.
8 more elements
A compound of the formula:
- ##STR55## in which:
- (a) X is N and Y is OR.sub.11 or N(R.sub.12)R.sub.13, or
- (b) X is CH and Y is OR.sub.11 wherein R.sub.11 is C.sub.1 -C.sub.4 alkyl;
- and R.sub.12 and R.sub.13, independently, are hydrogen or C.sub.1 -C.sub.4 alkyl;
- A is --O--or -- NR.sub.4 --;
- R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, cyclopropyl, cyano, or methylthio;
- R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, the group ##STR56## or the group ##STR57## each D is the same or different and is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.2 haloalkyl, C.sub.1 -C.sub.2 haloalkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.4 alkylenedioxy, cyano, or nitro;
- n has a value of 0, 1, 2, 3, or 4;
- Z is --O--, --O(C.sub.1 -C.sub.4 alkyl)--, --(C.sub.1 -C.sub.4 alkyl)O--, --S(O).sub.m --, --(C.sub.1 -C.sub.4 alkyl)S(O).sub.m, or --S(O).sub.m --(C.sub.1 -C.sub.4 alkyl)--;
- m has a value of 0, 1, or 2;
- B is C.sub.1 C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.6 alkenyl, or C.sub.2 -C.sub.4 alkynylC.sub.1 -alkyl, each of which is unsubstituted or substituted by 1 to 3 halogen atoms, or is aryl or heterocyclyl, each of which is unsubstituted or mono- to penta substituted with C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, halogen, C.sub.1 -C.sub.6 alkoxy, or C.sub.1 -C.sub.6 haloalkoxy, trimethylsilyl, or the group:
- ##STR58## each of R.sub.5, R.sub.6, R.sub.7, R.sub.8, and R.sub.9 independently of the other is hydrogen, C.sub.1 -C.sub.4 alkyl, or halogen;
- p has a value of 0, 1, 2, or 3;
- R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl having 1 to 5 halogen atoms, C.sub.1 -C.sub.4 alkoxyC.sub.1 -C.sub.2 alkyl, C.sub.2 -C.sub.4 alkenylC.sub.1 -C.sub.2 alkyl, which is unsubstituted or substituted by 1 to 3 halogen atoms, C.sub.2 -C.sub.4 alkynylC.sub.1 -C.sub.2 alkyl, C.sub.3 -C.sub.6 cycloalkyl which is unsubstituted or substituted by 1 to 4 halogen atoms, C.sub.3 -C.sub.6 cycloalkylC.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by 1 to 4 halogen atoms, cyanoC.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxycarbonylC.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.4 alkoxycarbamoyl-C.sub.1 -C.sub.2 alkyl, phenylC.sub.1 -C.sub.3 alkyl which is unsubstituted or substituted with from 1 to 3 substituents independently selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkylenedioxy, nitro and cyano, or phenyl which is unsubstituted or substituted with from 1 to 2 substituents independently selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.2 haloalkyl having 1 to 3 halogen atoms, nitro and cyano;
- and
- R.sub.4 is C.sub.1 -C.sub.4 alkyl or phenyl;
- or an isomer or isomer mixture thereof.
14 more elements
Dependencies are inferred from the claim text.