Methods for Controlling Pests in Soybean

Patent metadata

Field	Value
Publication number	US-2016145222-A1
Application number	US-201414897957-A
Country	US
Kind code	A1
Filing date	Jun 20, 2014
Priority date	Jun 21, 2013
Publication date	May 26, 2016
Grant date	—

Abstract

The present invention relates to agricultural methods for controlling pests on soybean plants and soybean crops and the general use of isothiazoline compounds of formula (I)

wherein the variables are as defined in the description for pest control.
The compounds of the formula (I) are highly suitable for controlling animal pests on soybean, especially of from the family of Pentatomidae (stink bugs).

First claim

1 - 36 . (canceled)

37 . A method for combating or controlling pests on soybean plants and/or on soybean crops comprising contacting the soybean plant, the crops, the pests, their food supply, habitat or breeding grounds with an isothiazoline compound of formula I or a composition comprising at least one compound of formula I:

wherein
A is a group A 1 , A 2 or A 3 ;
wherein
A 1 is selected from the group consisting of —C(═NR 6 )R 8 , —S(O) n R 9 , and —N(R 5 )R 6 ;
A 2 is a group of following formula:

wherein
# denotes the bond to the remainder of the molecule;
W is selected from the group consisting of O and S;

A 3 is a group of following formula:

wherein
# denotes the bond to the aromatic ring of formula (I);

B 1 , B 2 and B 3 are each independently selected from the group consisting of N and CR 2 , with the proviso that at most two of B 1 , B 2 and B 3 are N;
G 1 , G 2 , G 3 and G 4 are each independently selected from the group consisting of N and CR 4 , with the proviso that at most two of G 1 , G 2 , G 3 and G 4 are N;
R 1 is selected from the group consisting of C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -haloalkoxy-C 1 -C 4 -alkyl-, C 2 -C 4 -alkenyl, C 2 -C 4 -haloalkenyl, C 2 -C 4 -alkynyl, C 2 -C 4 -haloalkynyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halocycloalkyl and —C(═O)OR 15 ;
each R 2 is independently selected from the group consisting of hydrogen, halogen, cyano, azido, nitro, —SCN, —SF 5 , C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, wherein the four last mentioned aliphatic and cycloaliphatic radicals may be partially or fully halogenated and/or may be substituted by one or more radicals R 8 , —Si(R 12 ) 3 , —OR 9 , —S(O) n R 9 , and —NR 10a R 10b ;
R 3a , R 3b are each independently selected from the group consisting of hydrogen, halogen, hydroxyl, —CO 2 R 3d , C 1 -C 3 -alkyl, C 1 -C 3 -haloalkyl, C 2 -C 3 -alkenyl, C 2 -C 3 -alkynyl, C 1 -C 3 -alkoxy, C 1 -C 3 -haloalkoxy, C 1 -C 3 -alkylthio, C 1 -C 3 -haloalkylthio, C 1 -C 3 -alkylsulfonyl and C 1 -C 3 -haloalkylsulfonyl; or R 3a and R 3b together form a group ═O, ═C(R 3c ) 2 , ═NOH or ═NOCH 3 ;
each R 3c is independently selected from the group consisting of hydrogen, halogen, CH 3 and CF 3 ;
R 3d is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl and C 1 -C 3 -alkyloxy-C 1 -C 3 -alkyl-;
each R 4 is independently selected from the group consisting of hydrogen, halogen, cyano, azido, nitro, —SCN, —SF 5 , C 1 -C 6 -alkyl which may be partially or fully halogenated and/or may be substituted by one or more radicals R 8 , C 3 -C 8 -cycloalkyl which may be partially or fully halogenated and/or may be substituted by one or more radicals R 8 , C 2 -C 6 -alkenyl which may be partially or fully halogenated and/or may be substituted by one or more radicals R 8 , C 2 -C 6 -alkynyl which may be partially or fully halogenated and/or may be substituted by one or more radicals R 8 , —Si(R 12 ) 3 , —OR 9 , —S(O) n R 9 , —NR 10a R 10b , phenyl which may be substituted by 1, 2, 3, 4 or 5 radicals R 11 , and a 3-, 4-, 5-, 6-7-, 8-, 9- or 10-membered saturated, partially unsaturated or maximally unsaturated heteromonocyclic or heterobicyclic ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups selected from the group consisting of N, O, S, NO, SO and SO 2 , as ring members, where the heteromonocyclic or heterobicyclic ring may be substituted by one or more radicals R 11 ;
each R 5 is independently selected from the group consisting of hydrogen, C 1 -C 10 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 10 -alkenyl, and C 2 -C 10 -alkynyl, wherein the four last-mentioned aliphatic and cycloaliphatic radicals may be partially or fully halogenated and/or may be substituted with one or more substituents R 8 ,
R 6 in A 2 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 4 -alkyl which carries one radical R 8 , C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl which may be substituted by 1 to 4 substituents selected from halogen and cyano; —N(R 10a )R 10b , —CH═NOR 9 ; phenyl which may be substituted with 1, 2, 3, 4, or 5 substituents R 11 ; and a 3-, 4-, 5-, 6-, 7-, 8-, 9- or 10-membered saturated, partially unsaturated or maximally unsaturated heteromonocyclic or heterobicyclic ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO and SO 2 , as ring members, wherein the heteromonocyclic or heterobicyclic ring may be substituted with one or more substituents R 11 ; or R 5 and R 6 form together a group ═S(O) m (R 9 ) 2 ;
each R 6 in all other cases is independently selected from the group consisting of hydrogen, cyano, C 1 -C 10 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 10 -alkenyl, and C 2 -C 10 -alkynyl, wherein the four last-mentioned aliphatic and cycloaliphatic radicals may be partially or fully halogenated and/or may be substituted by one or more substituents R 8 , —OR 9 , —NR 10a R 10b , —S(O) n R 9 , —C(═O)NR 10a N(R 10a )R 10b ), —Si(R 12 ) 3 , —C(═O)R 8 , phenyl which may be substituted with 1, 2, 3, 4, or 5 substituents R 11 , and a 3-, 4-, 5-, 6-, 7-, 8-, 9- or 10-membered saturated, partially unsaturated or maximally unsaturated heteromonocyclic or heterobicyclic ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO and SO 2 , as ring members, wherein the heteromonocyclic or heterobicyclic ring may be substituted with one or more substituents R 11 ;
or
R 5 and R 6 or R 5 and R 6a , together with the nitrogen atom to which they are bound, form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated heterocyclic ring, where the ring may further contain 1, 2, 3 or 4 heteroatoms or heteroatom-containing groups selected from the group consisting of O, S, N, SO, SO 2 , C═O and C═S as ring members, wherein the heterocyclic ring may be substituted with 1, 2, 3, 4 or 5 substituents independently selected from the group consisting of halogen, cyano, 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 -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, wherein the aliphatic or cycloaliphatic moieties in the twelve last-mentioned radicals may be substituted by one or more radicals R 8 , and phenyl which may be substituted with 1, 2, 3, 4 or 5 substituents R 11 ;

R 7a , R 7b are each independently selected from the group consisting of hydrogen, halogen, cyano, C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 6 -alkenyl and C 2 -C 6 -alkynyl, wherein the four last-mentioned aliphatic and cycloaliphatic radicals may be partially or fully halogenated and/or may be substituted by one or more radicals R 8 ;
each R 8 is independently selected from the group consisting of cyano, azido, nitro, —SCN, —SF 5 , C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 3 -C 8 -cycloalkenyl, C 3 -C 8 -halocycloalkenyl, wherein the cycloaliphatic moieties in the four last-mentioned radicals may be substituted by one or more radicals R 13 ; —Si(R 12 ) 3 , —OR 9 , —OSO 2 R 9 , —S(O) n R 9 , —N(R 10a

Assignees

• Basf Se

Inventors

• Bindschaedler Pascal
• Von Deyn Wolfgang
• Langewald Juergen
• Braun Franz-Josef
• Cristadoro Anna
• Rogers W David

Classifications

• C07D417/10

  linked by a carbon chain containing aromatic rings · CPC title

• A01N43/80

  five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2 · CPC title

• C07D275/02 Primary

  not condensed with other rings · CPC title

• A01N47/30

  Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl · CPC title

• A01N47/28

  Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< (isoureas, isothioureas A01N47/42) · CPC title