Reaction of Amide Homologs. XXI. N-Monomethylation of Aromatic Primary Amines. A Method through the Formation of N-Succinimidomethyl Compound.

Abstract

A convenient N-monomethylation method of aromatic primary amines was established. N-Succinimidomethyl compounds attached to a variety of aromatic primary amines were prepared and subjected to catalytic hydrogenolysis affording the N-monomethylated aromatic primary amines in excellent yields. For more practical use a modified direct procedure without isolating the N-(arylaminomethyl) succinimide was also successfully performed.