Patent ID: 7763750
Filing Date: 2010-07-27
Classification: C07C

Abstract:
1. A process for producing a 2-halogenobenzamide compound represented by general formula (I): (wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , Y 1 , Y 2 , Y 3 , Y 4 and k are as defined below), characterized by obtaining a benzamide compound represented by general formula (II): (wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , Y 1 , Y 2 , Y 3 , Y 4 , k and m are as defined below), by oxidation of a sulfide compound represented by the general formula: (wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , Y 1 , Y 2 , Y 3 and k are as defined below), allowing a halogenating agent to react with the benzamide compound represented by general formula (II), (wherein each of R 1 , R 2 , R 3 , R 4 and R 6 , which may be the same or different, is a hydrogen atom or a (C 1 -C 6 )alkyl group, R 5 is a (C 1 -C 6 )alkyl group, k is 1 or 2, m is 1, Y 4 is —CON(R 7 )R 8 (wherein each of R 7 and R 8 are as defined below) and each of Y 1 , Y 2 and Y 3 is a hydrogen atom R 7 and R 8 , which may be the same or different, is a hydrogen atom; a (C 1 -C 6 )alkyl group; a phenyl group; or a substituted phenyl group having one or more substituents which may be the same or different and are selected from halogen atoms, cyano group, nitro group, (C 1 -C 6 )alkyl groups, (C 1 -C 6 )alkoxy groups, halo(C 1 -C 6 )alkyl groups and halo(C 1 -C 6 )alkoxy groups; in the presence of a palladium catalyst to obtain a substituted benzamide compound represented by general formula (III): (wherein X is an iodine atom, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , Y 1 , Y 2 , Y 3 , Y 4 , k and m are as defined above), and then allowing the substituted benzamide compound of general formula (III) obtained, to react with an oxidizing agent after or without isolating the substituted benzamide compound.