Fused bicyclic heterocycle derivatives as pesticides

Patent metadata

Field	Value
Publication number	US-10660334-B2
Application number	US-201716325377-A
Country	US
Kind code	B2
Filing date	Aug 9, 2017
Priority date	Aug 15, 2016
Publication date	May 26, 2020
Grant date	May 26, 2020

Abstract

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

in which Aa, Ab, Ac, Ad, R 1 , Q and n have the definitions given above,
to their use as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for their preparation.

First claim

The invention claimed is:

1. A compound of formula (I)

wherein
Aa is N(R 7 ), —S(O)m—, —O—, —C(R 8 )(R 9 )— or carbonyl,
Ab is —N(R 7 )—, —S(O)m—, —O—, —C(R 10 )(R 11 )— or carbonyl,
Ac is —N(R 7 )—, —S(O)m—, —O—, —C(R 12 )(R 13 )— or carbonyl,
Ad is —N(R 7 )—, —S(O)m—, —O—, —C(R 14 )(R 15 )— or carbonyl,
where not more than two of the Aa, Ab, Ac and Ad substituents at the same time can be —N(R 7 )—,
—0— or —S(O)m—,
R 1 is (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 (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 )-alklcarbonylcarbonylamino (C 1 -C 6 )-alkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkylthio-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkylsulfinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkylsulfonyl-(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 )-alkylsulfinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulfonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylcarbonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloaoalkylcarbonycarbonyl-(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 )-alkylsulfonylamino, aminosulfonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylaminosulfonyl-(C 1 -C 6 )-alkyl, di-(C 1 -C 6 )-alkylaminosulfonyl-(C 1 -C 6 )-alkyl,
or is in each case optionally identically or differently mono- or poly-aryl-, -hetaryl- or -heterocyclyl-substituted (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, where aryl, hetaryl or heterocyclyl may each optionally be mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, aminosulfonyl, (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 )-alkylsulfinyl, (C 1 -C 6 )-alkylsulfonyl, (C 1 -C 6 )-alkylsulfimino, (C 1 -C 6 )-alkylsulfimino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfimino-(C 2 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkylsulfoximino, (C 1 -C 6 )-alkylsulfoximino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfoximino-(C 2 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkoxycarbonyl, (C 1 -C 6 )-alkylcarbonyl, (C 3 -C 6 )-trialkylsilyl or benzyl, or
R 1 is aryl, hetaryl or heterocyclyl, each of which is optionally mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, 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 )-alkylsulfinyl, (C 1 -C 6 )-alkylsulfonyl, (C 2 -C 6 )-alkylsulfimino, (C 1 -C 6 )-alkylsulfimino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfimino-(C 2 -C 6 )-alkyl carbonyl, (C 1 -C 6 )-alkylsulfoximino, (C 1 -C 6 )-alkylsulfoximino-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfoximino-(C 2 -C 6 )-alkylcarbonyl, (C 1 -C 6 )-alkoxycarbonyl, (C 1 -C 6 )-alkylcarbonyl, (C 3 -C 6 )-trialkylsilyl, (═O) (in the case of heterocyclyl only) and (═O) 2 (in the case of heterocyclyl only),
R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 are independently hydrogen, cyano, halogen, nitro, acetyl, hydroxyl, 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 )-alkylsulfinyl, (C 1 -C 6 )-haloalkylsulfinyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulfinyl, (C 1 -C 6 )-alkylsulfinyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfonyl, (C 1 -C 6 )-haloalkylsulfonyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkylsulfonyl, (C 1 -C 6 )-alkylsulfonyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkylsulfonyloxy, (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 3 -C 8 )-cycloalkylaminocarbonyl, (C 1 -C 6 )-alkylsulfonylamino, (C 1 -C 6 )-alkylamino, di-(C 1 -C 6 )-alkyl amino, aminosulfonyl, (C 1 -C 6 )-alkylaminosulfonyl, di-(C 1 -C 6 )-alkylaminosulfonyl, (C 1 -C 6 )-alkylsulfoximino, aminothiocarbonyl, (C 1 -C 6 )-alkylaminothiocarbonyl, di-(C 1 -C 6 )-alkylaminothiocarbonyl, (C 3 -C 8 )-cycloalkylamino, NHCO—(C 1 -C 6 )-alkyl ((C 1 -C 6 )-alkylcarbonylamino), or
are in each case optionally singly or multiply, identically or differently substituted aryl or hetaryl, where (in the case of hetaryl) at least one carbonyl group may optionally be present and/or where possible substituents in each case are as follows: cyano, carboxyl, halogen, nitro, acetyl, hydroxyl, 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 )alkylsulfinyl, (C 1 -C 6 )haloalkylsulfinyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulfinyl, (C 1 -C 6 )alkylsulfinyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulfonyl, (C 1 -C 6 )haloalkylsulfonyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulfonyl, (C 1 -C 6 )alkylsulfonysulfonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulfonyloxy, (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 )alkyl

Assignees

• Bayer Cropscience Ag
• Bayer Ag

Inventors

• Hoffmeister Laura
• Fischer Rüdiger
• Hager Dominik
• Kausch-Busies Nina
• Mosrin Marc
• Wilcke David
• Willot Matthieu
• Ilg Kerstin
• Goergens Ulrich
• Herbert Simon Anthony
• Lishchynskyi Anton
• Turberg Andreas
• Millet Anthony

Classifications

• C07D471/04 Primary

  Ortho-condensed systems · CPC title

• C07D519/00 Primary

  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

• A01N43/90

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

• A01N43/50 Primary

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

• A01N47/02

  the carbon atom having no bond to a nitrogen atom · CPC title