ACID AMIDE DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND PESTICIDES CONTAINING THEM
First Claim
1. An acid amide derivative of the formula (I) or a salt thereof:
- wherein A is a fused heterocyclic group which may be substituted by X, B is phenyl which may be substituted by Y, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, pyridyloxy which may be substituted by Y, —
OR4, —
SR5, —
NR6R7, —
CO2R8, —
C(═
O)NR9R10or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, —
OR4, —
CO2R11, —
CONR12R13 or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of R1 and R2 is alkyl, cyano or —
CO2R14, or R1 and R2 may together form a 3- to 6-membered saturated carbocyclic ring, R3 is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —
COR15, —
S(O)mR16 or —
S(O)nNR17R18, each of R4 and R6 is hydrogen, —
C(═
W)R19, —
C(═
W)OR20, —
C(═
W)SR21, —
C(═
W)NR22R23, —
S(O)qR24 or —
S(O)rNR25R26, R5 is hydrogen, —
C(═
W)R19, —
C(═
W)OR20, —
C(═
W)SR21 or —
C(═
W)NR22R23, R7 is hydrogen, alkyl or haloalkyl, each of R8, R9, R10, R11, R12, R13 and R14 is hydrogen or alkyl, R15 is hydrogen, alkyl or alkoxy, each of R16, R17, R18, R19, R20, R21, R22, R23, R24, R25 and R26 is alkyl, haloalkyl or phenyl (the phenyl which may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of m, n, q and r is from 0 to 2, W is oxygen or sulfur.
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0 Petitions
Accused Products
Abstract
The present invention relates to an acid amid derivative of the formula (I) or a salt thereof:
wherein A is phenyl which may be substituted by X, benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy), B is alkyl, cycloalkyl, phenyl which may be substituted by Y, a heterocyclic group which may be substituted by Y, or a condensed heterocyclic group which may be substituted by Y, each of R1 and R2 is alkyl, cyano or —CO2R14, or R1 and R2 may together form a 3- to 6-membered saturated carbocyclic ring, R3 is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —COR15, —S(O)mR16 or —S(O)nNR17R18, which is useful as an active ingredient of pesticides.
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Citations
18 Claims
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1. An acid amide derivative of the formula (I) or a salt thereof:
wherein A is a fused heterocyclic group which may be substituted by X, B is phenyl which may be substituted by Y, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, pyridyloxy which may be substituted by Y, —
OR4, —
SR5, —
NR6R7, —
CO2R8,—
C(═
O)NR9R10or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, —
OR4, —
CO2R11, —
CONR12R13 or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of R1 and R2 is alkyl, cyano or —
CO2R14, or R1 and R2 may together form a 3- to 6-membered saturated carbocyclic ring, R3 is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —
COR15,—
S(O)mR16 or —
S(O)nNR17R18, each of R4 and R6 is hydrogen, —
C(═
W)R19, —
C(═
W)OR20, —
C(═
W)SR21, —
C(═
W)NR22R23, —
S(O)qR24 or —
S(O)rNR25R26, R5 is hydrogen, —
C(═
W)R19, —
C(═
W)OR20, —
C(═
W)SR21 or—
C(═
W)NR22R23, R7 is hydrogen, alkyl or haloalkyl, each of R8, R9, R10, R11, R12, R13 and R14 is hydrogen or alkyl, R15 is hydrogen, alkyl or alkoxy, each of R16, R17, R18, R19, R20, R21, R22, R23, R24, R25 and R26 is alkyl, haloalkyl or phenyl (the phenyl which may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of m, n, q and r is from 0 to 2, W is oxygen or sulfur.- View Dependent Claims (7, 8, 11, 12, 13, 14, 15, 16, 17, 18)
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2-6. -6. (canceled)
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9. (canceled)
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10. A process for producing an acid amide derivative of the formula (I) or a salt thereof:
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wherein A is a fused heterocyclic group which may be substituted by X, B is alkyl, cycloalkyl, phenyl which may be substituted by Y, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, pyridyloxy which may be substituted by Y, —
OR4, —
SR5, —
NR6R7, —
CO2R8,—
C(═
O)NR9R10 or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, —
OR4, —
CO2R11, —
CONR12R13 or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of R1 and R2 is alkyl, cyano or —
CO2R14, or R1 and R2 may together form a 3- to 6-membered saturated carbocyclic ring, R3 is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —
COR15,—
S(O)mR16 or —
S(O)nNR17R18, each of R4 and R6 is hydrogen, —
C(═
W)R19, —
C(═
W)OR20, —
C(═
W)SR21,—
C(═
W)NR22R23, —
S(O)qR24 or —
S(O)rNR25R26, R5 is hydrogen, —
C(═
W)R19, —
C(═
W)OR20, —
C(═
W)SR21 orC(═
W)NR22R23, R7 is hydrogen, alkyl or haloalkyl, each of R8, R9, R10, R11, R12, R13 and R14 is hydrogen or alkyl, R15 is hydrogen, alkyl or alkoxy, each of R16, R17, R18, R19, R20, R21, R22, R23, R24, R25 and R26 is alkyl, haloalkyl or phenyl (the phenyl which may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of m, n, q and r is from 0 to 2, W is oxygen or sulfur, which comprises (1) reacting a compound of the formula (II) or a salt thereof;wherein A, R1 and R2 are as defined above, with a compound of the formula (III);
B—
COZ
(III)wherein B is as defined above, and Z is hydroxy, alkoxy or halogen, or (2) reacting a compound of the formula (I-1); wherein A, B, R1 and R2 are as defined above, with a compound of the formula (IV);
R3a—
T
(IV)wherein R3a is alkyl, alkoxyalkyl, alkylthioalkyl, —
COR15, —
S(O)mR16 or —
S(O)nNR17R18, R15, R16, R17, R18, m and n are as defined above, and T is halogen.
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Specification