Electrochemical amination of N,N-dimethylaniline

Abstract

The process of indirect cathodic amination of N,N-dimethylaniline using the Ti(IV) – NH2OH system was studied in aqueous solutions of 7–16 M sulfuric acid at 40 ?C. An increase in the acid concentration was accompanied by a raise in the efficiency of amine radical cation substitution. In 16 M H2SO4, N,N-dimethyl-p- and N,N-dimethyl-m-phenylenediamines (2:3) were obtained with the total current and dimethylaniline yields of 94% and 100%, respectively. Comparative analysis of the results of amination of N,N-dimethylaniline and aniline in the sulfuric acid media was carried out.

Keywords

• cathode
• ti(iv)/ti(iii) mediator system
• hydroxylamine
• n
• n-dimethylaniline
• amine radical cation aromatic substitution