Malononitrile compounds for controlling animal pests

Patent metadata

Field	Value
Publication number	US-10117430-B2
Application number	US-201314650731-A
Country	US
Kind code	B2
Filing date	Dec 6, 2013
Priority date	Dec 14, 2012
Publication date	Nov 6, 2018
Grant date	Nov 6, 2018

Abstract

The invention relates to the use of a compound of formula (I)

or a salt thereof for combating animal pests,
where the symbols and indices are defined in the specification.

First claim

The invention claimed is:

1. A method for combating animal pests comprising contacting the animal pests, their habit, breeding ground, food supply, plant, seed, soil, area, material or environment in which the animal pests are growing or may grow, or the materials, plants, seeds, soils, surfaces or spaces to be protected from animal attack or infestation with a pesticidally effective amount of at least one compound of formula (I)

or a salt or N-oxide thereof, wherein
Y is phenyl unsubstituted or substituted with 1, 2, 3, 4 or 5 substituents R 5 ; or
naphthyl unsubstituted or substituted with 1, 2, 3, 4, 5, 6 or 7 substituents R 5 ;
Q is a 6-membered aromatic heterocyclic ring containing 1, 2, 3 or 4 nitrogen atoms in the ring, wherein the aforementioned ring is unsubstituted or substituted with 1, 2, 3 or 4 substituents R 6 ;
R 1 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkenyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyloxy, C 1 -C 6 -alkylthio, (C 1 -C 6 -alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R 7 ;

R 2 is hydrogen or halogen;
or
R 1 and R 2 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
R 3 is selected from the group consisting of hydrogen, halogen, cyano, hydroxy, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkenyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyloxy, C 1 -C 6 -alkylthio, (C 1 -C 6 -alkoxy)carbonyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with 1, 2 or 3 substituents R 7 ;

R 4 is hydrogen or halogen;
or
R 3 and R 4 form together with the carbon atom to which they are attached a methylene group or a cyclopropyl group;
each R 5 , R 6 is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF 5 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, wherein the carbon atoms of the aforementioned aliphatic radicals are unsubstituted or substituted with one or more R a ;
C 3 -C 8 cycloalkyl or C 3 -C 8 cycloalkenyl, wherein the carbon atoms of the aforementioned cycloaliphatic radicals are unsubstituted or substituted with one or more R b ;
phenyl unsubstituted or substituted with up to 5 R c ;
a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from the group consisting of N, O, S, NO, SO, SO 2 , wherein the aforementioned ring is unsubstituted or substituted with up to 5 R d ;
Si(R e ) 3 , OR f , SR f , OS(O) x h, S(O) x R h , N(R i ) 2 , N(R i )C(═O)R m , OC(═O)R m , C(═O)R m , C(═O)OR f , C(═NR i )R m , C(═S)R m ;
or
two R 5 on two adjacent carbon atoms present on one phenyl ring are together a bridge selected from the group consisting of CH 2 CH 2 CH 2 CH 2 , N═CH—CH═CH, CH═N—CH═CH, N═CH—N═CH, N═CH—CH═N, OCH 2 CH 2 CH 2 , OCH═CHCH 2 , CH 2 OCH 2 CH 2 , OCH 2 CH 2 O, OCH 2 OCH 2 , CH 2 CH 2 CH 2 , CH═CHCH 2 , CH 2 CH 2 O, CH═CHO, CH 2 OCH 2 , CH 2 C(═O)O, C(═O)OCH 2 , O(CH 2 )O, SCH 2 CH 2 CH 2 , SCH═CHCH 2 , CH 2 SCH 2 CH 2 , SCH 2 CH 2 S, SCH 2 SCH 2 , CH 2 CH 2 S, CH═CHS, CH 2 SCH 2 , CH 2 C(═S)S, C(═S)SCH 2 , S(CH 2 )S, CH 2 CH 2 NR K , CH 2 CH═N, CH═CH—NR K , OCH═N, SCH═N and form together with the carbon atoms the two R 5 are bonded to a 5- or 6-membered partially unsaturated or aromatic carbocyclic or heterocyclic ring, wherein the ring is unsubstituted or substituted with 1 or 2 substituents selected from ═O, OH, CH 3 , OCH 3 , halogen, halomethyl and halomethoxy;
each R 7 is independently selected from the group consisting of halogen, cyano, hydroxy, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkenyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyloxy, C 1 -C 6 -alkylthio, (C 1 -C 6 -alkoxy)carbonyl, OSi(R e ) 3 , wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated;
each R a is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF 5 , C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylthio, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 haloalkynyl, C 1 -C 6 -alkyl-C 3 -C 8 -cycloalkyl,
Si(R e ) 3 , OR A , SR A , OSO 2 R B , S(O) x R B , —S(O) x N(R D ) 2 , N(R D ) 2 , C(═O)N(R D ) 2 , C(═S)N(R D ) 2 , C(═O)OR A ,
phenyl unsubstituted or substituted with up to 5 R E ;
a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or aromatic heterocyclic ring containing 1, 2 or 3 heteroatoms or heteroatom groups selected from the group consisting of N, O, S, NO, SO, SO 2 , wherein the aforementioned ring is unsubstituted or substituted with up to 5 R E ,
or
two R a present on one carbon atom are together ═O, ═C(R F ) 2 , ═NR D , ═NOR A , ═NNR D ,
or
two R a form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two R a are bonded to;
each R b is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF 5 , C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylthio, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 haloalkynyl, C 1 -C 6 -alkyl-C 3 -C 8 -cycloalkyl,
Si(R G ) 3 , OR H , SR H , OSO 2 R J , S(O) x R J , —S(O) x N(R K ) 2 , N(R K ) 2 , C(═O)N(R K ) 2 , C(═S)N(R K ) 2 , C(═O)OR H ,
or
two R b present on one carbon atom are together ═O, ═C(R L ) 2 , ═NR K , ═NOR H , ═NNR K ,
or
two R b form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the carbon atoms the two R b are bonded to;
each R c is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF 5 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 8 -cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more R M ;
Si(R G ) 3 , OR H , SR H , OS(O) x R J , S(O) x R J , —S(O) x N(R K ) 2 , N(R K ) 2 , C(═O)R N , C(═O)OR H , C(═NR K )R N , C(═O)N(R K ) 2 , C(═S)N(R K ) 2 ;
each R d is independently selected from the group consisting of halogen, cyano, azido, nitro, —SCN, SF 5 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 8 -cycloalkyl, wherein the carbon atoms of the aforementioned aliphatic or cycloaliphatic radicals are unsubstituted or substituted with one or more R M ;
Si(R G ) 3 , OR H , SR H , OS(O) x R J , S(O) x R J , —S(O) x N(R K ) 2 , N(R K ) 2 , C(═O)R N , C(═O)OR H , C(═NR K )R N , C(═O)N(R K ) 2 , C(═S)N(R K ) 2 ,
or
two R d present on one atom of a saturated or partially unsaturated heterocyclic ring are together ═O, ═C(R L ) 2 ; ═NR K , ═NOR H or ═NNR K ;
each R e is independently selected from the group consisting of halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxyalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 8 cycloalkyl, C 3 -C 8 halocycloalkyl, C 1 -C 6 haloalkoxyalkyl,
phen

Assignees

• Basf Se

Inventors

• Paulini Ralph
• Pohlman Matthias
• Soergel Sebastian
• Bastiaans Henricus Maria Martinus
• Thompson Sarah
• Ebuenga Doyog Cecille
• Malveda Umali Anna
• Suiza Cosare Rhoel

Classifications

• C07D241/16

  Halogen atoms; Nitro radicals · CPC title

• C07D237/08 Primary

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms · CPC title

• C07D213/61

  Halogen atoms or nitro radicals · CPC title

• C07D239/30

  Halogen atoms or nitro radicals · CPC title

• A01N37/34 Primary

  Nitriles · CPC title