Carboxamide derivatives as pesticidal compounds

Patent metadata

Field	Value
Publication number	US-2016221950-A1
Application number	US-201415022583-A
Country	US
Kind code	A1
Filing date	Oct 10, 2014
Priority date	Oct 14, 2013
Publication date	Aug 4, 2016
Grant date	—

Abstract

Disclosed are compounds of formula (I) which possess pesticidal, especially nematicidal properties wherein in 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,
m is 0, 1, 2, 3, 4 or 5, and
each Y 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, wherein both alkyl residues may form a 4- to 7-membered heterocycle incorporating the nitrogen bonded to the phenyl system of the compound, 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 8 -alkyl, (C 2 -C 6 -alkenyloxyimino)-C 1 -C 8 -alkyl, (C 3 -C 6 -alkynyloxyimino)-C 1 -C 6 -alkyl, (benzyloxyimino)-C 1 -C 8 -alkyl, benzyloxy, —S-benzyl, benzylamino, phenoxy, —S-phenyl and phenylamino, or
m is 2, 3, 4 or 5, and
at least two substituents Y are vicinal and, together with the carbon atoms to which they are bonded, form an annellated 5- or 6-membered carbocycle or a 5- or 6-membered heterocycle with one or two heteroatoms selected from the group consisting of oxygen and nitrogen, whereat two oxygen atoms are not directly connected, the carbocycle or heterocycle being independently substituted by 0 to 4 halogen atoms, 0 to 2 oxo-groups, 0 to 8 C 1 -C 8 -alkyl, 0 to 8 C 1 -C 8 -alkoxy or 0 to 4 C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, and
the remaining substituents Y are 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, —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 8 -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 ,

Assignees

• Bayer Animal Health Gmbh

Inventors

• Schwarz Hans-Georg
• Decor Anne
• Füsslein Martin
• Görgens Ulrich
• Ilg Kerstin
• Welz Claudia
• Lümmen Peter
• Köhler Adeline
• Börngen Kirsten

Classifications

• C07D213/40 Primary

  Acylated substituent nitrogen atom · CPC title

• A01N47/00

  Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid (carbon tetrahalides A01N29/02) · CPC title

• C07D401/12

  linked by a chain containing hetero atoms as chain links · CPC title

• C07D213/61 Primary

  Halogen atoms or nitro radicals · CPC title

• A01N43/30

  with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring · CPC title