Preparation of ortho-methyl anilines from ortho-amino benzyl...

C - Chemistry – Metallurgy – 07 – F

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260/601, 260/593

C07F 13/00 (2006.01) B01J 23/44 (2006.01)

Patent

CA 1206166

ABSTRACT This invention relates, in one of its aspects, to a process for the preparation of ortho-methyl anilines from ortho-amino benzyl sulfoxides. An ortho-amino benzyl sulfoxide is converted to an ortho- amino benzyl halide by reaction with a nonoxidizing acid halide and is converted to a stable quaternary salt by reaction with a tertiary amine preferably in the presence of an alcohol. The quaternary salt may be cleaved by hydrogenation to form ortho-methyl anilines. Other aspects of the invention relate to novel intermediate quaternary salts and to a process for forming those quaternary salts.

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