Known and new heterocyclic compounds as pest control agents

Patent metadata

Field	Value
Publication number	US-2016106102-A1
Application number	US-201414892294-A
Country	US
Kind code	A1
Filing date	May 23, 2014
Priority date	May 23, 2013
Publication date	Apr 21, 2016
Grant date	—

Abstract

The present application relates to the use of known and novel heterocyclic compounds for controlling animal pests, to novel heterocyclic compounds, to processes for preparation thereof and to the use thereof for controlling animal pests.

First claim

1 . A compound of formula (I)

in which
A is N or CR 1 ,
D is N or CR 2 , where A and D are not both N,
R 1 is a radical from the group of hydrogen, halogen, cyano, nitro, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -halocycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl,
R 2 is a radical from the group of hydrogen, halogen, cyano, nitro, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -halocycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl,
X is a free electron pair or oxygen,
W is oxygen, sulphur or NR 4 ,
R 3 is a radical from the group of hydrogen, cyano, hydroxyl, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -halocycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 3 -C 6 -alkynyl, C 3 -C 6 -haloalkynyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 3 -C 6 -halocycloalkyl-C 1 -C 6 -alkyl, cyano-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 2 -C 6 -alkenylcarbonyl, C 3 -C 6 -alkynylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 3 -C 6 -cycloalkylcarbonyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkylcarbonyl, C 2 -C 6 -haloalkenylcarbonyl, C 3 -C 6 -halocycloalkylcarbonyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -haloalkoxycarbonyl, C 1 -C 6 -alkylsulphonyl, C 1 -C 6 -haloalkylsulphonyl, C 1 -C 6 -alkylaminocarbonyl, di(C 1 -C 6 )alkylaminocarbonyl, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkoxycarbonyloxy, aryl, hetaryl, arylcarbonyl, hetarylcarbonyl, aryl-C 1 -C 6 -alkyl, hetaryl-C 1 -C 6 -alkyl, aryl-C 1 -C 6 -alkylcarbonyl, hetaryl-C 1 -C 6 -alkylcarbonyl, where the aryl, hetaryl, aryl-C 1 -C 6 -alkyl, hetaryl-C 1 -C 6 -alkyl, arylcarbonyl, hetarylcarbonyl, aryl-C 1 -C 6 -alkylcarbonyl, hetaryl-C 1 -C 6 -alkylcarbonyl substituents are optionally mono- or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -halocycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl,
R 4 is a radical from the group of hydrogen, cyano, nitro, hydroxyl, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -halocycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 3 -C 6 -alkynyl, C 3 -C 6 -haloalkynyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 3 -C 6 -halocycloalkyl-C 1 -C 6 -alkyl, cyano-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylsulphonyl, C 1 -C 6 -haloalkylsulphonyl, aryl, hetaryl, aryl-C 1 -C 6 -alkyl, hetaryl-C 1 -C 6 -alkyl, arylcarbonyl, hetarylcarbonyl, where the aryl, hetaryl, aryl-C 1 -C 6 -alkyl, hetaryl-C 1 -C 6 -alkyl, arylcarbonyl, hetarylcarbonyl substituents are optionally mono- or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -halocycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl,
Q is one of the Q-1 to Q-4 radicals:

in which the dotted line is the bond to the nitrogen in the NR 3 group,
Y 1 is a radical from the group of hydrogen, halogen, cyano, nitro, amino, C 1 -C 6 -alkylamino, di(C 1 -C 6 )alkylamino, hydroxyl, COOH, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -halocycloalkyl, C 3 -C 6 -halocycloalkyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyloxy, cyano-C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -alkynyl, SH, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylcarbonyl, C 3 -C 6 -cycloalkylcarbonyl, C 2 -C 6 -alkenylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylsulphonyl, C 1 -C 6 -haloalkylsulphonyl, C 1 -C 6 -alkylaminocarbonyl, di(C 1 -C 6 )alkylaminocarbonyl,
Y 2 is a radical from the group of hydrogen, halogen, cyano, nitro, amino, C 1 -C 6 -alkylamino, di(C 1 -C 6 )alkylamino, hydroxyl, COOH, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -halocycloalkyl, C 3 -C 6 -halocycloalkyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyloxy, cyano-C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -alkynyl, SH, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylcarbonyl, C 3 -C 6 -cycloalkylcarbonyl, C 2 -C 6 -alkenylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylsulphonyl, C 1 -C 6 -haloalkylsulphonyl, C 1 -C 6 -alkylaminocarbonyl, di(C 1 -C 6 )alkylaminocarbonyl,
in the case that Q=Q-1, Y 1 and Y 2 together with the carbon atoms to which they are bonded form a phenyl ring or a 5- to 7-membered heteroaromatic ring which is optionally substituted by one or more identical or different substituents M 1 ,
M 1 is halogen, cyano, nitro, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -halocycloalkyl and C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl,
Z is a radical from the group of hydrogen, cyano, nitro, L 1 (=G)C*, L 1 O(=G)C*, L 3 L 4 N(=G)C*, L 5 (=E)CL 2 N(=G)C*, L 5 (=O) n SL 2 N(=G)C*, L 5 O(=E)CL 2 N(=G)C*, L 1 L 5 N(=E)CL 2 N(=G)C*, L 1 (=O) n S*, L 3 L 4 N(═O) n S*, heterocyclyl, aryl, hetaryl, singly or multiply, identically or differently, M 2 -substituted C 1 -C 8 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 8 -alkenyl, C 5 -C 8 -cycloalkenyl, C 3 -C 8 -alkynyl, singly or multiply, identically or differently, M 6 -substituted L 5 C(=E)L 2 N(=G)C—C 1 -C 8 -alkyl*, L 5 (=O) n SL 2 N(=G)C—C 1 -C 8 -alkyl*, L 5 OC(=E)L 2 N(=G)C—C 1 -C 8 -alkyl*, L 1 L 5 NC(=E)L 2 N(=G)C—C 1 -C 8 -alkyl*, L 1 (=O) n S—C 1 -C 8 -alkyl*, L 3 O(═O) n S—C 1 -C 8 -alkyl*, L 3 L 4 N(═O) n S—C 1 -C 8 -alkyl*,
M 2 is halogen, cyano, nitro, NL 9 L 10 , OL 9 , SL 9 , L 1 (=G)C*, L 3 O(=G)C*, L 3 L 4 N(=G)C*, heterocyclyl, aryl, hetaryl, optionally singly or multiply, identically or differently, M 3 -substituted C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 2 -C 6 -alkenyl, C 5 -C 6 -cycloalkenyl, C 3 -C 6 -alkynyl, C 1 -C 6 -alkoxy,
M 3 is halogen, cyano, nitro, heterocyclyl, aryl, hetaryl, NL 9 L 10 , OL 9 , SL 9 , C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halocycloalkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -alkynyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, L 1 (=G)C*, L 3 O(=G)C*, L 3 L 4 N(=G)C*,
G and E are each independently oxygen or sulphur,
n is 1 or 2,
L 1 and L 5 are each independently heterocyclyl, aryl, hetaryl, optionally singly or multiply, identically or differently, M 4 -substituted C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -alkynyl,
M 4 is halogen, cyano, nitro, heterocyclyl, aryl, hetaryl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, NL 9 L 10 , OL 9 , SL 9 ,
L 2 is hydrogen, aryl, hetaryl, optionally singly or multiply, identically or differently, M 5 -substituted C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -alkynyl,

Assignees

• Bayer Cropscience Ag

Inventors

• Kuebbeler Susanne
• Heil Markus
• Coqueron Pierre-Yves
• Jansen Johannes-Rudolf
• Fischer Reiner
• Andree Roland
• Bollenbach-Wahl Birgit
• Franken Eva-Maria
• Ilg Kerstin
• Voerste Arnd

Classifications

• C07D417/14

  containing three or more hetero rings · CPC title

• C07D403/12 Primary

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

• A01N43/653

  1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title

• C07D401/12

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