Fused bicyclic heterocycle derivatives as pesticides

Patent metadata

Field	Value
Publication number	US-10550116-B2
Application number	US-201615770738-A
Country	US
Kind code	B2
Filing date	Oct 21, 2016
Priority date	Oct 26, 2015
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

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

in which R 1 , R 2 , R 3 , Aa, Ab, Ac, Ad, Ae, Q and n have the definitions 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. A compound of formula (I) or (I′)

wherein
Aa is nitrogen or ═C(R 7 )—,
Ab is nitrogen or ═C(H)—,
Ac is nitrogen or ═C(H)—,
Ad is nitrogen or ═C(H)—,
Ae is nitrogen or ═C(H)—,
where Ab, Ac, Ad and Ae cannot all be nitrogen,
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 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 )alkylamino, (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 (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 optionally mono- or polysubstituted identically or differently by aryl, hetaryl or heterocyclyl, where aryl, hetaryl or heterocyclyl may each optionally be mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, 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 or benzyl, or
R 1 is aryl, hetaryl or heterocyclyl, each 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 )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) (in the case of heterocyclyl only) and (═O) 2 (in the case of heterocyclyl only),
R 2 , R 3 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 )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 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 or NHCO—(C 1 -C 6 )alkyl ((C 1 -C 6 )alkylcarbonylamino),
R 7 is hydrogen, cyano, halogen, acetyl, hydroxyl, amino, (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 2 -C 6 )alkenyl, (C 2 -C 6 )haloalkenyl, (C 2 -C 6 )alkynyl, (C 2 -C 6 )haloalkynyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, (C 1 -C 6 )alkylthio, (C 1 -C 6 )haloalkylthio, (C 1 -C 6 )alkylsulphinyl, (C 1 -C 6 )haloalkylsulphinyl, (C 1 -C 6 )alkylsulphonyl or (C 1 -C 6 )haloalkylsulphonyl,
Q is a partly saturated or saturated heterocyclic or heteroaromatic 8-, 9-, 10-, 11- or 12-membered fused bicyclic or tricyclic ring system, where at least one carbonyl group may optionally be present and/or where the ring system is optionally mono- or polysubstituted identically or differently, and where the substituents may independently be selected from 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 )alkynyloxy-(C 1 -C 4 )alkyl, (C 2 -C 6 )haloalkynyl, (C 2 -C 6 )cyanoalkynyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, (C 1 -C 6 )haloalkoxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyloxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )haloalkenyloxy-(C 1 -C 6 )alkyl, (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 -

Assignees

• Bayer Cropscience Ag

Inventors

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

Classifications

• A61P33/00

  Antiparasitic agents · CPC title

• C07D215/48 Primary

  Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen · CPC title

• C07D213/74

  Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals · CPC title

• C07D401/04

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

• C07D487/04

  Ortho-condensed systems · CPC title