Heterocycle derivatives as pesticides

Patent metadata

Field	Value
Publication number	US-10375962-B2
Application number	US-201716068846-A
Country	US
Kind code	B2
Filing date	Jan 5, 2017
Priority date	Jan 11, 2016
Publication date	Aug 13, 2019
Grant date	Aug 13, 2019

Abstract

The invention relates to novel compounds of the formula (I)

in which R 1 , R 2 , R 3 , A 1 , X and n have the meanings given above,

to the use thereof as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for the preparation thereof.

First claim

The invention claimed is:

1. Compound of formula (I)

in which
A 1 represents nitrogen, ═N + (O − )— or ═C(R 4 )—,
R 1 represents (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-cyanoalkyl, (C 1 -C 6 )-hydroxyalkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkoxy-(C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkenyloxy-(C 1 -C 6 )-alkyl, (C 2 -C 6 )-haloalkenyloxy-(C 1 -C 6 )-alkyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-cyanoalkenyl, (C 2 -C 6 )-alkynyl, (C 2 -C 6 )-alkynyloxy-(C 1 -C 6 )-alkyl, (C 2 -C 6 )-haloalkynyloxy-(C 1 -C 6 )-alkyl, (C 2 -C 6 )-haloalkynyl, (C 2 -C 6 )-cyanoalkynyl, (C 3 -C 8 )-cycloalkyl, (C 3 -C 8 )-cycloalkyl-(C 3 -C 8 )-cycloalkyl, (C 1 -C 6 )-alkyl-(C 3 -C 8 )-cycloalkyl, halo-(C 3 -C 8 )cycloalkyl, amino, (C 1 -C 6 )-alkylamino, di-(C 1 -C 6 )-alkyl-amino, (C 3 -C 8 )-cycloalkylamino, (C 1 -C 6 )-alkylcarbonylamino, (C 1 -C 6 )-alkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkylsulphinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkylsulphonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulphinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulphonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylcarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkylcarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxycarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkoxycarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphonylamino, aminosulphonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylaminosulphonyl-(C 1 -C 6 )-alkyl, di-(C 1 -C 6 )-alkylaminosulphonyl-(C 1 -C 6 )-alkyl,
or represents (C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (C 3 -C 8 )-cycloalkyl, each of which is optionally mono- or polysubstituted by identical or different substituents from the group consisting of aryl, hetaryl and heterocyclyl, where aryl, hetaryl and heterocyclyl may each optionally be mono- or polysubstituted by identical or different substituents from the group consisting of halogen, cyano, nitro, hydroxy, amino, carboxy, carbamoyl, aminosulphonyl, (C 1 -C 6 )-alkyl, (C 3 -C 6 )-cycloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-haloalkoxy, (C 1 -C 6 )-alkylthio, (C 1 -C 6 )-alkylsulphinyl, (C 1 -C 6 )-alkylsulphonyl, (C 1 -C 6 )-alkylsulphimino, (C 1 -C 6 )-alkylsulphimino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphimino-(C 2 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkylsulphoximino, (C 1 -C 6 )-alkylsulphoximino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphoximino-(C 2 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkoxycarbonyl, (C 1 -C 6 )-alkylcarbonyl, (C 3 -C 6 )-trialkylsilyl and benzyl, or

R 1 represents aryl, hetaryl or heterocyclyl, each of which is optionally mono- or polysubstituted by identical or different substituents from the group consisting of halogen, cyano, nitro, hydroxy, amino, carboxy, carbamoyl, (C 1 -C 6 )-alkyl, (C 3 -C 8 )-cycloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-haloalkoxy, (C 1 -C 6 )-alkylthio, (C 1 -C 6 )-alkylsulphinyl, (C 1 -C 6 )-alkylsulphonyl, (C 1 -C 6 )-alkylsulphimino, (C 1 -C 6 )-alkylsulphimino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphimino-(C 2 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkylsulphoximino, (C 1 -C 6 )-alkylsulphoximino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphoximino-(C 2 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkoxycarbonyl, (C 1 -C 6 )-alkylcarbonyl, (C 3 -C 6 )-trialkylsilyl, (═O) (only in the case of heterocyclyl) and (═O) 2 (only in the case of heterocyclyl),
R 2 represents a partially saturated or saturated heterocyclic or heteroaromatic 8-, 9-, 10-, 11- or 12-membered fused bicyclic ring system, where optionally at least one carbonyl group may be present and/or where the ring system may optionally be mono- or polysubstituted by identical or different substituents, and where the substituents independently of one another may be selected from the group consisting of cyano, carboxy, halogen, nitro, acetyl, hydroxy, amino, SCN, tri-(C 1 -C 6 )-alkylsilyl, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-cyanoalkyl, (C 1 -C 6 )-hydroxyalkyl, hydroxycarbonyl-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )-alkoxycarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-cyanoalkenyl, (C 2 -C 6 )-alkynyl, (C 2 -C 6 )-haloalkynyl, (C 2 -C 6 )-cyanoalkynyl, (C 3 -C 6 )-cycloalkyl, (C 3 -C 6 )-cycloalkyl-(C 3 -C 6 )-cycloalkyl, (C 1 -C 4 )-alkyl-(C 3 -C 6 )-cycloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 1 -C 6 )-cyanoalkoxy, (C 1 -C 6 )-alkoxycarbonyl-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )-alkoxyimino,
—N═C(H)-O(C 1 -C 6 )-alkyl, —C(H)═N-O(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl-(C 1 -C 6 )-alkoxyimino, (C 1 -C 6 )-alkylthio, (C 1 -C 6 )-haloalkylthio, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylthio, (C 1 -C 6 )-alkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphinyl, (C 1 -C 6 )-haloalkylsulphinyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulphinyl, (C 1 -C 6 )-alkylsulphinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphonyl, (C 1 -C 6 )-haloalkylsulphonyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulphonyl, (C 1 -C 6 )-alkylsulphonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphonyloxy, (C 1 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-haloalkylcarbonyl, (C 1 -C 6 )-alkylcarbonyloxy, (C 1 -C 6 )-alkoxycarbonyl, (C 1 -C 6 )-haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 6 )-alkylaminocarbonyl, di-(C 1 -C 6 )-alkylaminocarbonyl, (C 2 -C 6 )-alkenylaminocarbonyl, di-(C 2 -C 6 )-alkenylaminocarbonyl, (C 3 -C 8 )-cycloalkylaminocarbonyl, (C 1 -C 6 )-alkylsulphonylamino, (C 1 -C 6 )-alkylamino, di-(C 1 -C 6 )-alkylamino, aminosulphonyl, (C 1 -C 6 )-alkylaminosulphonyl, di-(C 1 -C 6 )-alkylaminosulphonyl, (C 1 -C 6 )-alkylsulphoximino, aminothiocarbonyl, (C 1 -C 6 )-alkylaminothiocarbonyl, di-(C 1 -C 6 )-alkylaminothiocarbonyl, (C 3 -C 8 )-cycloalkylamino, (C 1 -C 6 )-alkylcarbonylamino,

R 3 represents hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri-(C 1 -C 6 )-alkylsilyl, (C 3 -C 8 )-cycloalkyl, (C 3 -C 8 )-cycloalkyl-(C 3 -C 8 )-cycloalkyl, (C 1 -C 6 )-alkyl-(C 3 -C 8 )-cycloalkyl, halo-(C 3 -C 8 )-cycloalkyl, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-cyanoalkyl, (C 1 -C 6 )-hydroxyalkyl, hydroxycarbonyl-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )-alkoxycarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-cyanoalkenyl, (C 2 -C 6 )-alkynyl, (C 2 -C 6 )-haloalkynyl, (C 2 -C 6 )-cyanoalkynyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 1 -C 6 )-cyanoalkoxy, (C 1 -C 6 )-alkoxycarbonyl-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )-alkylhydroxyimino, (C 1 -C 6 )-alkoxyimino, (C 1 -C 6 )-alkyl-(C 1 -C 6 )-alkoxyimino, (C 1 -C 6 )-haloalkyl-(C 1 -C 6 )-alkoxyimino, (C 1 -C 6 )-alkylthio, (C 1 -C 6 )-haloalkylthio, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylthio, (C 1 -C 6 )-alkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphinyl, (C 1 -C 6 )-haloalkylsulphinyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulphinyl, (C 1 -C 6 )-alkylsulphinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphonyl, (C 1 -C 6 )-haloalkylsulphonyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulphonyl, (C 1 -C 6 )-alkylsulphonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulphonyloxy, (C 1 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkylthiocarbonyl, (C 1 -C 6 )-haloalkylcarbonyl, (C 1 -C 6 )-alkylcarbonyloxy, (C 1 -C 6 )-alkoxycarbonyl, (C 1 -C 6 )-haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 6 )-alkylaminocarbonyl, (C 1 -C 6 )-alkylaminothiocarbonyl, di-(C 1 -C 6 )-alkylaminocarbonyl, di-(C 1 -C 6 )-alkylaminothiocarbonyl, (C 2 -C 6 )-alkenylaminocarbonyl, di-(C 2 -C 6 )-alkenylaminocarbonyl, (C

Assignees

• Bayer Cropscience Ag

Inventors

• Wilcke David
• Fischer Rüdiger
• Hager Dominik
• Hoffmeister Laura
• Kausch-Busies Nina
• Ilg Kerstin
• Willot Matthieu
• Mosrin Marc
• Görgens Ulrich
• Portz Daniela
• Eilmus Sascha
• Turberg Andreas

Classifications

• A61P33/00

  Antiparasitic agents · CPC title

• A01N43/90 Primary

  having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system · CPC title

• C07D519/00

  Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00 · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title