Condensed heterocyclic derivative, process for their...

C - Chemistry – Metallurgy – 07 – D

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C07D 513/04 (2006.01) A01N 43/90 (2006.01)

Patent

CA 1309716

ABSTRACT A condensed heterocyclic derivative having the formula: Image (I) wherein X is an oxygen atom or a sulfur atom; and Z is Image Image (Z 1) ( Z 2 ) wherein G is a hydrogen atom or a halogen atom; A is a halogen atom or NO2; E is a hydrogen atom, a halogen atom, C=N, NO2, NH2, OH, SH, OR1 (wherein R1 is C1-C5 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl (C1-C2) alkyl, C2-C4 alkenyl, C3-C4 alkynyl, Image wherein each of Qa and Qb is an oxygen atom or a sulfur atom, R1a is a hydrogen atom or C1-C3 alkyl, R1b is a hydrogen atom, C1-C5 alkyl, C2-C5 alkenyl, C3-C5 alkynyl, C2-C3 haloalkyl, C1-C2 alkoxy (C1-C2) alkyl, C3-C6 cycloalkyl (C1-C2) alkyl, C3-C6 cycloalkyl, CH2CO2-(C1-C3 alkyl) or CH(CH3)-CO2-(C1-C2 alkyl), or R1a and R1b together form an alkylene group which in turn forms, Image together with , a 4-6 memberd lactone ring, Image wherein R1a and Qa are as defined above, each of R1C and R1d is a hydrogen atom, C1-C5 alkyl, C2-C5 alkenyl, C3-C5 alkynyl, C2-C5 haloalkyl, C3-C6 cycloalkyl or C3-C6 cycloalkyl (C1-C2) alkyl, or R1d and R1C together form an alkylene group which in turn forms, together with the adjacent nitrogen atom, a 5-7 membered ring, CH2C=N, tetrahydropyranyl, tetrahydrothiopyranyl, CH2COR1e, Image wherein R1e is C1-C3 alkyl, R1f is a hydrogen atom, C1-C3 alkyl, CH2CO2-(C1-C3 alkyl) or COCH3, or C1-C2 alkoxy (C1-C2) alkyl), SR3 (wherein R3 has the same meaning as R1 defined above), CO2R5 (wherein R5 is a hydrogen atom, C1-C5 alkyl, C3-C6 cycloalkyl or C3-C6 cycloalkyl (C1-C2) alkyl), NHR6 (wherein R6 is C1-C5 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl (C1-C2) alkyl, C2-C4 alkenyl or C3-C4 alkynyl), or CH=NOR7 (wherein R7 is a hydrogen atom, C1-C5 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl (C1-C2) alkyl, C2-C4 alkenyl or C3-C4 alkynyl); L is a hydrogen atom or a halogen atom; Y is an oxygen atom or a sulfur atom; n is an integer of 0 or 1; J is a hydrogen atom, a halogen atom, C1-C5 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl (C1-C2) alkyl, C2-C4 alkenyl, C3-C4 alkynyl, C1-C5 haloalkyl, C3-C4 haloalkenyl, C3-C4 haloalkynyl, C1-C2 alkoxy (C1-C2) alkyl, CH2C-N, CH2CO2R8 (wherein R8 is a hydrogen atom, C1-C5 alkyl, C3-C6 cycloalkyl or C3-C6 cycloalkyl (C1-C2) alkyl) or CH2CH2CO2R9 (wherein R9 is a hydrogen atom, C1-C5 alkyl, C3-C6 cycloalkyl or C3-C6 cycloalkyl (C1-C2) alkyl).

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