Compounds with pesticidal activity

Patent metadata

Field	Value
Publication number	US-2016198708-A1
Application number	US-201414914069-A
Country	US
Kind code	A1
Filing date	Aug 25, 2014
Priority date	Aug 26, 2013
Publication date	Jul 14, 2016
Grant date	—

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

1 . A compound of formula (I)

wherein
B 1 , B 2 represent C—X or N, wherein at least B 1 or B 2 is N,
n is 0, 1, 2, 3 or 4, 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, hydroxy, amino, —SH, —SF 5 , —CHO, —OCHO, —NHCHO, —COOH, —CONH 2 , —CONH(OH), —OCONH 2 , (hydroxyimino)-C 1 -C 6 -alkyl, C 1 -C 8 -alkyl, C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 8 -alkenyloxy, C 2 -C 8 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 8 -alkynyloxy, C 3 -C 8 -halogenoalkynyloxy having 1 to 5 halogen atoms, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halogenocycloalkyl having 1 to 5 halogen atoms, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 8 -alkyl), —CON(C 1 -C 8 -alkyl) 2 , —CONH(OC 1 -C 8 -alkyl), —CON(OC 1 -C 8 -alkyl))(C 1 -C 8 -alkyl), C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C 1 -C 8 -alkylcarbonyloxy, C 1 -C 8 -halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, C 1 -C 8 -alkylcarbonylamino, C 1 -C 8 -halogenoalkylcarbonylamino having 1 to 5 halogen atoms, —OCONH(C 1 -C 8 -alkyl), —OCON(C 1 -C 8 -alkyl) 2 , —OCONH(OC 1 -C 8 -alkyl), —OCO(OC 1 -C 8 -alkyl), —S—C 1 -C 8 -alkyl, —S—C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 8 -alkyl, —S(O)—C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 8 -alkyl, —S(O) 2 —C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, (C 1 -C 6 -alkoxyimino)-C 1 -C 6 -alkyl, (C 2 -C 6 -alkenyloxyimino)-C 1 -C 6 -alkyl, (C 3 -C 6 -alkynyloxyimino)-C 1 -C 6 -alkyl, (benzyloxyimino)-C 1 -C 6 -alkyl, benzyloxy, —S-benzyl, benzylamino, phenoxy, —S-phenyl and phenylamino,
Q represents an aromatic or partially saturated or saturated, 6-membered heterocyclic ring containing one to four heteroatoms chosen from N, S, and O bearing the substituent Ym with
m is 0, 1, 2, 3 or 4, 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, hydroxy, amino, oxo (═O), —SH, —SF 5 , —CHO, —OCHO, —NHCHO, —COOH, —CONH 2 , —CONH(OH), —OCONH 2 , (hydroxyimino)-C 1 -C 6 -alkyl, C 1 -C 8 -alkyl, C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 8 -alkenyloxy, C 2 -C 8 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 8 -alkynyloxy, C 3 -C 8 -halogenoalkynyloxy having 1 to 5 halogen atoms, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halogenocycloalkyl having 1 to 5 halogen atoms, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 8 -alkyl), —CON(C 1 -C 8 -alkyl) 2 , —CONH(OC 1 -C 8 -alkyl), —CON(OC 1 -C 8 -alkyl))(C 1 -C 8 -alkyl), C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C 1 -C 8 -alkylcarbonyloxy, C 1 -C 8 -halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, C 1 -C 8 -alkylcarbonylamino, C 1 -C 8 -halogenoalkylcarbonylamino having 1 to 5 halogen atoms, —OCONH(C 1 -C 8 -alkyl), —OCON(C 1 -C 8 -alkyl) 2 , —OCONH(OC 1 -C 8 -alkyl), —OCO(OC 1 -C 8 -alkyl), —S—C 1 -C 8 -alkyl, —S—C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 8 -alkyl, —S(O)—C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 8 -alkyl, —S(O) 2 —C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, —CH 2 —S—C 1 -C 8 -alkyl, —CH 2 —S(O)—C 1 -C 8 -alkyl, —CH 2 —S(O) 2 —C 1 -C 8 -alkyl, (C 1 -C 6 -alkoxyimino)-C 1 -C 6 -alkyl, (C 2 -C 6 -alkenyloxyimino)-C 1 -C 6 -alkyl, (C 3 -C 6 -alkynyloxyimino)-C 1 -C 6 -alkyl, (benzyloxyimino)-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, —SH, —CHO, —OCHO, —NHCHO, —COOH, —CONH 2 , —CONH(OH), —OCONH 2 , a (hydroxyimino)-C 1 -C 6 -alkyl group, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkylamino, di-(C 1 -C 6 -alkyl)amino, C 1 -C 6 -alkoxy, hydroxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 3 -alkyl, C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, C 1 -C 6 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 6 -alkenyloxy, C 2 -C 6 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 6 -alkynyloxy, C 3 -C 6 -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 6 -alkyl, C 3 -C 6 -halogenocycloalkyl-C 1 -C 6 -alkyl having 1 to 5 halogen atoms, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 6 -alkyl), —CON(C 1 -C 6 -alkyl) 2 , —CONH(OC 1 -C 6 -alkyl), —CON(OC 1 -C 6 -alkyl)(C 1 -C 6 -alkyl), C 1 -C 6 -alkoxycarbonyl, a C 1 -C 6 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, —OC(O)—C 1 -C 6 -alkyl, —OC(O)—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —NHC(O)—C 1 -C 6 -alkyl, —NHC(O)—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —OCONH(C 1 -C 6 -alkyl), —OCON(C 1 -C 6 -alkyl) 2 , —OCONH(OC 1 -C 6 -alkyl), OCO(OC 1 -C 6 -alkyl), —S—C 1 -C 6 -alkyl, —S—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 6 -alkyl, —S(O)—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 6 -alkyl, —S(O) 2 —C 1 -C 6 -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-, 5- or 6-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, —SH, —CHO, —OCHO, —NHCHO, —COOH, —CONH 2 , —CONH(OH), —OCONH 2 , a (hydroxyimino)-C 1 -C 6 -alkyl group, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkylamino, di-(C 1 -C 6 -alkyl)amino, C 1 -C 6 -alkoxy, hydroxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 3 -alkyl, C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, C 1 -C 6 -halogenoalkoxy having 1 to 5 halogen atoms, C 2 -C 6 -alkenyloxy, C 2 -C 6 -halogenoalkenyloxy having 1 to 5 halogen atoms, C 3 -C 6 -alkynyloxy, C 3 -C 6 -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 6 -alkyl, C 3 -C 6 -halogenocycloalkyl-C 1 -C 6 -alkyl having 1 to 5 halogen atoms, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -halogenoalkylcarbonyl having 1 to 5 halogen atoms, —CONH(C 1 -C 6 -alkyl), —CON(C 1 -C 6 -alkyl) 2 , —CONH(OC 1 -C 6 -alkyl), —CON(OC 1 -C 6 -alkyl)(C 1 -C 6 -alkyl), C 1 -C 6 -alkoxycarbonyl, a C 1 -C 6 -halogenoalkoxycarbonyl having 1 to 5 halogen atoms, —OC(O)—C 1 -C 6 -alkyl, —OC(O)—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —NHC(O)—C 1 -C 6 -alkyl, —NHC(O)—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —OCONH(C 1 -C 6 -alkyl), —OCON(C 1 -C 6 -alkyl) 2 , —OCONH(OC 1 —C 6 -alkyl), OCO(OC 1 -C 6 -alkyl), —S—C 1 -C 6 -alkyl, —S—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —S(O)—C 1 -C 6 -alkyl, —S(O)—C 1 -C 6 -halogenoalkyl having 1 to 5 halogen atoms, —S(O) 2 —C 1 -C 6 -alkyl, —S(O) 2 —C 1 -C 6 -halogenoalk

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

• C07D401/04 Primary

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

• C07D405/04

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

• A01N43/56

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

• C07D401/14

  containing three or more hetero rings · CPC title

• A61P33/10

  Anthelmintics · CPC title