ALCOHOLYSIS OF N-ACETOXY-N-ALKOXYCARBAMATES.
SYNTHESIS OF NH-N,N-DIALKOXYAMINES FROM N, NDIALKOXYCARBAMATES

ECB. 2014; 3(12): 1119-1125

Shtamburg V. Georgievich, Anishchenko A. Alexandrovich, Shtamburg V. Vasilievich, Tsygankov A. Valerievich, Kostyanovsky R. Grigorievich.

Abstract
The alcoholysis of N-acetoxy-N-alkoxycarbamates by methanol or ethanol at 20 – 40 °C yields N,N-dialkoxycarbamates and acetic acid. At the lower temperature the competitive formation of N,N’-bis(alkoxycarbonyl)-N,N’-bis(alkoxy)hydrazines can occur. The alkaline hydrolysis of N,N-dialkoxycarbamates yields NH-N,N-dialkoxyamines. Key words: : Nucleophilic substitution at nitrogen, N-acyloxy-N-alkoxycarbamates, alcoholysis, N,N-dialkoxycarbamates, hydrolysis, NH-N,N-dialkoxyamines.