Compounds with pesticidal activity

Patent metadata

Field	Value
Publication number	US-9868719-B2
Application number	US-201414914069-A
Country	US
Kind code	B2
Filing date	Aug 25, 2014
Priority date	Aug 26, 2013
Publication date	Jan 16, 2018
Grant date	Jan 16, 2018

Abstract

Disclosed are compounds of formula (I) which possess pesticidal, especially nematicidal properties

wherein the structural elements have the meaning as indicated in the description.

First claim

The invention claimed is:

1. A compound of formula (I)

wherein
B 1 and B 2 represent C—X or N, wherein at least one of B i and/or B 2 is N,
n is 1 or 2, limited by the number of available positions in the ring to which a substituent X can be connected,
each X is independently selected from the group consisting of hydrogen, halogen, nitro, cyano, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkylamino, di-(C 1 -C 4 -alkyl)amino, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 4 -alkenyloxy, C 2 -C 4 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 4 -alkynyloxy, C 3 -C 4 -halogenoalkynyloxy having 1 to 5 halogen atoms, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halogenocycloalkyl having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 4 -alkyl), —CON(C 1 -C 4 -alkyl) 2 , —CONH(OC 1 -C 4 -alkyl), —CON(OC 1 -C 4 -alkyl)(C 1 -C 4 -alkyl), C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonyloxy, C 1 -C 4 -halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonylamino, C 1 -C 4 -halogenoalkylcarbonylamino having 1 to 5 halogen atoms, —COONH(C 1 -C 4 -alkyl), —OCON(C 1 -C 4 -alkyl) 2 , —OCONH(OC 1 -C 4 -alkyl), —OCO(OC 1 -C 4 -alkyl), —S—C 1 -C 4 -alkyl, —S—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 4 -alkyl, —S(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 4 -alkyl, —S(O) 2 —C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, (C 1 -C 4 -alkoxyimino)-C 1 -C 4 -alkyl, (C 2 -C 6 -alkenyloxyimino)-C 1 -C 4 -alkyl, (C 3 -C 6 -alkynyl-oxyimino)-C 1 -C 4 -alkyl, (benzyloxyimino)-C 1 -C 6 -alkyl, benzyloxy, —S-benzyl, benzylamino, phenoxy, —S-phenyl and phenylamino,
Q represents an optionally mono- or polysubstituted heteroaromatic ring selected from the group consisting of Q-41, Q-42, Q-43, Q-44, Q-45, Q-46, Q-47, Q-48, Q-49, Q-50, Q-51, Q-52, and Q-53

where
the symbol # indicates the point of attachment of each Q,
m is 0, 1 or 2, limited by the number of available positions in Q to which a substituent Y can be connected, and
each Y is independently selected from the group consisting of hydrogen, halogen, nitro, cyano, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkylamino, di-(C 1 -C 4 -alkyl)amino, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 4 -alkenyloxy, C 2 -C 4 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 4 -alkynyloxy, C 3 -C 4 -halogenoalkynyloxy having 1 to 5 halogen atoms, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halogenocycloalkyl having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 4 -alkyl), —CON(C 1 -C 4 -alkyl) 2 , —CONH(OC 1 -C 4 -alkyl), —CON(OC 1 -C 4 -alkyl)(C 1 -C 4 -alkyl), C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonyloxy, C 1 -C 4 -halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonylamino, C 1 -C 4 -halogenoalkylcarbonylamino having 1 to 5 halogen atoms, —OCONH(C 1 -C 4 -alkyl), —OCON(C 1 -C 4 -alkyl) 2 , —OCONH(OC 1 -C 4 -alkyl), —OCO(OC 1 -C 4 -alkyl), —S—C 1 -C 4 -alkyl, —S—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 4 -alkyl, —S(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 4 -alkyl, —S(O) 2 —C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —CH 2 —S—C 1 -C 4 -alkyl, —CH 2 —S(O)—C 1 -C 4 -alkyl, —CH 2 —S(O) 2 —C 1 -C 4 -alkyl, (C 1 -C 4 -alkoxyimino)-C 1 -C 4 -alkyl, (C 2 -C 6 -alkenyloxyimino)-C 1 -C 4 -alkyl, (C 3 -C 6 -alkynyloxyimino)-C 1 -C 4 -alkyl, (benzyl-oxyimino)-C 1 -C 6 -alkyl, benzyloxy, —S-benzyl, benzylamino, phenoxy, —S-phenyl and phenylamino,

R 1 , R 2 , R 3 and R 4 are the same or different and are selected from the group consisting of hydrogen, halogen, cyano, hydroxy, amino, —CHO, —COOH, —CONH 2 , C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkylamino, di-(C 1 -C 4 -alkyl)amino, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 4 -alkenyloxy, C 2 -C 4 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 4 -alkynyloxy, C 3 -C 4 -halogenoalkynyloxy having 1 to 5 halogen atoms, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halogenocycloalkyl having 1 to 5 halogen atoms, C 3 -C 6 -cycloalkyl-C 1 -C 3 -alkyl, C 3 -C 6 -halogenocycloalkyl-C 1 -C 3 -alkyl having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 4 -alkyl), —CON(C 1 -C 4 -alkyl) 2 , —CONH(OC 1 -C 4 -alkyl), —CON(OC 1 -C 4 -alkyl)(C 1 -C 4 -alkyl), C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, —OC(O)—C 1 -C 4 -alkyl, —OC(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —NHC(O)—C 1 -C 4 -alkyl, —NHC(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —OCONH(C 1 -C 4 -alkyl), —OCON(C 1 -C 4 -alkyl) 2 , —OCONH(OC 1 -C 4 -alkyl), OCO(OC 1 -C 4 -alkyl), —S—C 1 -C 4 -alkyl, —S—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 4 -alkyl, —S(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 4 -alkyl, —S(O) 2 —C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, benzyl, benzyloxy, —S-benzyl, —S(O)-benzyl, —S(O) 2 -benzyl, benzylamino, phenoxy, —S-phenyl, —S(O)-phenyl, —S(O) 2 -phenyl, phenylamino, phenylcarbonylamino, 2,6-dichlorophenyl-carbonylamino, 2-chlorophenyl-carbonylamino and phenyl, or
R 1 and R 2 together with the carbon atom to which they are bonded form a 4- or 5-membered carbocycle and R 3 and R 4 are the same or different and are selected from the group consisting of hydrogen, halogen, cyano, hydroxy, amino, —CHO, —COOH, —CONH 2 , C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkylamino, di-(C 1 -C 4 -alkyl)amino, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 4 -alkenyloxy, C 2 -C 4 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 4 -alkynyloxy, C 3 -C 4 -halogenoalkynyloxy having 1 to 5 halogen atoms, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halogenocycloalkyl having 1 to 5 halogen atoms, C 3 -C 6 -cycloalkyl-C 1 -C 3 -alkyl, C 3 -C 6 -halogenocycloalkyl-C 1 -C 3 -alkyl having 1 to 5 halogen atoms, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 4 -alkyl), —CON(C 1 -C 4 -alkyl) 2 , —CONH(OC 1 -C 4 -alkyl), —CON(OC 1 -C 4 -alkyl)(C 1 -C 4 -alkyl), C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, —OC(O)—C 1 -C 4 -alkyl, —OC(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —NHC(O)—C 1 -C 4 -alkyl, —NHC(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —OCONH(C 1 -C 4 -alkyl), —OCON(C 1 -C 4 -alkyl) 2 , —OCONH(OC 1 -C 4 -alkyl), OCO(OC 1 -C 4 -alkyl), —S—C 1 -C 4 -alkyl, —S—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 4 -alkyl, —S(O)—C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 4 -alkyl, —S(O) 2 —C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, benzyl, benzyloxy, —S-benzyl, —S(O)-benzyl, —S(O) 2 -benzyl, benzylamino, phenoxy, —S-phenyl, —S(O)-phenyl, —S(O) 2 -phenyl, phenylamino, phenylcarbonylamino,

Assignees

• Bayer Cropscience Ag

Inventors

• Fuesslein Martin
• Decor Anne
• Greul Joerg Nico
• Schwarz Hans-Georg
• Portz Daniela
• Ilg Kerstin
• Malsam Olga
• Luemmen Peter
• Goergens Ulrich
• Welz Claudia
• Koehler Adeline
• Boerngen Kirsten

Classifications

• A01N43/50

  1,3-Diazoles; Hydrogenated 1,3-diazoles · CPC title

• C07D401/14

  containing three or more hetero rings · CPC title

• C07D405/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D401/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title

• A01N43/56

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title