N-acyldihydroquinoline derivatives, a method for producing...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/06 (2006.01) A01N 43/42 (2006.01) A01N 43/60 (2006.01) A01N 47/20 (2006.01) C07D 405/14 (2006.01) C07D 409/14 (2006.01)

Patent

CA 2099050

ABSTRACT OF THE DISCLOSURE Novel N-acyldihydroquinoline derivatives represented by the formula (I), (I) Image wherein each of R1, R2 and R3, which may be the same or different, represents a hydrogen atom; a halogen atom, a C1-C6 alkyl group; a C1-C6 alkoxy group; a halo-C1-C6 alkyl group; a halo-C1-C6 alkoxy group; a (C1-C6 alkoxy)carbonyl group; a C1-C6 alkylthio group; a C1-C6 alkylamino group; a di(C1-C6 alkyl)amino group; a phenyl group; or a phenoxy group, each of R4 and R5, which may be the same or different, represents a hydrogen atom or a C1-C6 alkyl group, or R4 and R5 are bonded together at their ends to form a C2-C5 alkylene group, R6 represents a hydrogen atom; a halogen atom; an amino group; a C1-C6 alkylamino group; a di(C1-C6 alkyl)amino group; a (C1-C6 alkoxy)carbonylamino group, a cyano group; or a group represented by the formula, -C(=O)-Y-R7 (wherein Y represents an oxygen atom or a sulfur atom and R7 represents a hydrogen atom; a C1-C10 alkyl group; a C2-C10 alkenyl group; a C2-C10 alkynyl group; a halo-C1-C10 alkyl group; a halo-C2-C10 alkenyl group; a halo-C2-C10 alkynyl group; a C3-C10 cycloalkyl group; a C3-C10 cycloalkenyl group; a C1-C10 alkoxy-C1- C10 alkyl group; a C1-C10 alkylamino-C1-C10 alkyl group; a di(C1-C10 alkyl)amino-C1-C10 alkyl group; a furyl-C1- C10 alkyl group; a thienyl-C1-C10 alkyl group; a C1-C10 alkylamino group; a di(C1-C10 alkyl)amino group; -N=CH(C1-C10 alkyl) group; Image group; or a phenyl group optionally substituted with at least one member selected from the group consisting of (C1-C6 alkoxy)carbonyl groups, halogen atoms and C1-C6 alkyl groups; or a phenyl-C1-C6 alkyl group optionally substituted with at least one member selected from the group consisting of (C1-C6 alkoxy)carbonyl groups, halogen atoms and C1-C6 alkyl groups); or a group represented by the formula, Image (wherein each of R8 and R9, which may be the same or different, represents a hydrogen atom; a C1-C6 alkyl group; a C2-C6 alkenyl group; a C2-C6 alkynyl group; a halo-C1-C6 alkyl group; a halo-C2-C6 alkenyl group; a halo-C2-C6 alkynyl group; a C3-C6 cycloalkyl group; a C3-C6 cycloalkenyl group; an amino group; a C1-C6 alkylamino group; a di(C1-C6 alkyl)amino group; or a phenyl group optionally substituted with at least one member selected from the group consisting of halogen atoms and C1-C6 alkyl groups; or a phenyl-C1-C6 alkyl group optionally substituted with at least one member selected from the group consisting of halogen atoms and C1-C6 alkyl groups), X represents CH or a nitrogen atom, a method for producing the same and their use as herbicides. The N-acyldihydroquinoline derivatives have an excellent herbicidal activity and excellent selectivity between crops and weeds and therefore, can be used as an active ingredient for herbicides.

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