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US 8,410,141 B2Granted
Insecticidal arylpyrrolines
AssigneeBayer CropScience AG
InventorsTetsuya Murata, Yasushi Yoneta, Hidetoshi Kishikawa, Jun Mihara, Daiei Yamazaki, Mamoru Hatazawa, Norio Sasaki, Kei Domon, Eiichi Shimojo, Teruyuki Ichihara, Katsuhiko Shibuya, Masashi Ataka, Ulrich Görgens
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Abstract
The invention relates to novel arylpyrroline compounds of formula (I) which have excellent insecticidal activity and which can thus be used as an insecticide.
Claims5
Arylpynoline compounds of formula (I)
- wherein
- Q stands for a pyridyl or a phenyl group, each group may be substituted with at least one substituent X or X1;
- X and X1 each independently stand for fluorine, chlorine, bromine, iodine, C1-12haloalkyl, nitro, C1-12alkyl, or C1-12alkoxyl, cyano, C1-12haloalkoxyl, C1-12alkylsulfenyl, C1-12alkylsulfinyl, C1-12alkylsulfonyl, C1-12haloalkylsulfenyl, C1-12haloalkylsulfinyl, or C1-12haloalkylsulfonyl, hydroxyl, thiol, amino, C1-12acylamino, C1-12alkoxy-carbonylamino, C1-12haloalkoxycarbonylamino, C1-12alkoxyimino, C1-12haloalkoxyimino, or C1-12alkylsulfonylamino, or sulfur pentafluoride;
- A1, A2, A3 and A4 each independently stand for a carbon atom which may be substituted by a substituent Y, and whereas two adjacent substituents Y together with the carbon atoms to which they are attached may form a 5- or 6-membered aromatic ring, or
- A1, A2, A3 and A4 each independently stand for a nitrogen atom, under the proviso that only 2 of the chemical groups A1, A2, A3 and A4 stand at the same time for nitrogen;
- Y stands for fluorine, chlorine, bromine, iodine, C1-12haloalkyl, nitro, C1-12alkyl, C3-8cycloalkyl, C3-8cyclohaloalkyl, cyano, C1-12haloalkoxyl, C1-12alkylsulfenyl, C1-12alkylsulfinyl, C1-12alkylsulfonyl, C1-12haloalkylsulfenyl, C1-12haloalkylsulfinyl, C1-12haloalkylsulfonyl, C1-12alkylsulfonyloxy, C1-12haloalkylsulfonyloxy, C1-12alkylaminosulfonyl, C1-12haloalkylaminosulfonyl, di(C1-12)alkylaminosulfonyl, or di((C1-12)haloalkyl)aminosulfonyl, hydroxyl, thiol, amino, C1-12alkylamino, di(C1-12)alkylamino, C1-12acylamino, C1-12alkoxycarbonylamino, C1-12haloalkoxycalbonylamino, C1-12alkylsulfonylamino, C1-12haloalkylsulfonylamino, C1-12trialkylsilyl, C1-12alkoxyimino, C1-12 haloalkoxyimino, C1-12alkoxyiminoalkyl, C1-12haloalkoxyimino(C1-12)alkyl, C1-12alkylsulfinylimino, C1-12alkylsulfinylimino(C1-12)alkyl, C1-12alkylsulfinylimino(C1-12)alkylcarbonyl, C1-12alkylsulfoxyimino, C1-12alkylsulfoxyimino(C1-12)alkyl, C1-12alkoxycarbonyl, C1-12alkylcarbonyl, aminocarbonyl, C1-12alkylaminocarbonyl, aminothiocarbonyl, C1-12alkylaminothiocarbonyl, di(C1-12)alkylaminocarbonyl, or di(C1-12)alkylaminothiocarbonyl;
- G stands for a heterocyclic group G1 to G9 having the following formula
- which may be substituted by a substituent Z which is selected among fluorine, chlorine, bromine, iodine, C1-6 haloalkyl, nitro, C1-6alkoxy, cyano, C1-6haloalkoxy, C1-6alkylsulfenyl, C1-6alkylsulfinyl, C1-6alkylsulfonyl, C1-6haloalkylsulfenyl, C1-6haloalkylsultinyl, C1-6haloalkylsulfonyl, hydroxyl and thiol,
- or represents a chemical group G10 characterized by the following formula:
- wherein
- R1 and R2 each independently stand for hydrogen, C1-12alkyl, C3-8cycloalkyl, C1-12haloalkyl, C3-8 cyclohaloalkyl, C2-12alkenyl, C2-12alkynyl, C2-12haloalkenyl, C2-12haloalkynyl, cyano, C1-12alkoxycarbonyl, or C1-12 alkoxythiocarbonyl, or R1 and R2, together with the carbon atom to which they are attached, form a 3 to 6-membered carbocyclic ring;
- R3 represents hydrogen, amino, hydroxyl, C1-12alkoxy, C1-12alkylcarbonylamino, C1-12alkylimino, C1-12alkyl, C3-8cycloalkyl, or C1-12haloalkyl, cyano, or C2-12alkenyl, C2-12alkynyl, or C1-12alkylcarbonyl, or is selected from the following groups CH2—R5,C(═O)R5, C(═S)R5,
- R4 represents a chemical group selected among hydrogen, cyano, carbonyl, thiocarbonyl, C1-12alkylcarbonyl, C1-12alkylthiocarbonyl, C1-12haloalkylcarbonyl, C1-12haloalkylthiocarbonyl, C1-12 alkylaminocarbonyl, C1-12alkylaminothiocarbonyl, di(C1-12)alkylaminocarbonyl, di(C1-12)alkylaminothiocarbonyl, C1-12alkoxyaminocarbonyl, C1-12alkoxyaminothiocarbonyl, C1-12alkoxycarbonyl, C1-12alkoxythiocarbonyl, C1-12thioalkoxycarbonyl, C1-12thioalkoxythiocarbonyl, C1-12alkylsulfonyl, C1-12haloalkylsulfonyl, C3-8cycloalkylcarbonyl, C2-12alkenylcarbonyl, C2 -12alkynylcarbonyl, C3-8cycloalkyl-(C1-12)alkylcarbonyl, C1-12alkylsulfenyl(C1-12)alkylcarbonyl, C1-12alkylsulfinyl(C1-12)alkylcarbonyl, C1-12alkylsulfonyl(C1-12)alkylcarbonyl, C1-12alkylcarbonyl(C1-12)alkylcarbonyl,C3-8cyclalkylaminocarbonyl, C2-12 alkenylaminocarbonyl, C2-12alkynylaminocarbonyl, C1-12alkoxy(C1-12)alkyl, or is selected from the groups C(═O)R5 and C(═S)R5, or
- R3 and R4, together with the nitrogen atom to which they are bound, form a 3- to 6-membered heterocyclic ring which may be substituted with a substituent X or X1 , or may be substituted with a keto, thioketo or nitroimino group;
- and
- R5 represents optionally substituted phenyl, or an optionally substituted heterocyclic ring.
13 more elements
Dependencies are inferred from the claim text.