Abstract

AbstractThree new functional 2‐substituted 1,3‐dinitroimidazolidines were synthesized herein. A synthetic strategy is suggested for structurally different α,α‐dinitraminocarboxylic acids via condensation of glyoxylic acid ethyl ester with amine or amide derivatives. Alkali‐ and acid‐catalyzed hydrolyses of ethyl 1,3‐dinitroimidazolidine‐2‐carboxylate were studied. A series of hydrolysis products were isolated. The Curtius rearrangement of 1,3‐dinitroimidazolidine‐2‐carboxylic acid to 2‐isocyanato‐1,3‐dinitroimidazolidine was carried out. Hydrolyses of 1,3‐dinitroimidazolidine‐2‐carbonyl azide and 2‐isocyanato‐1,3‐dinitroimidazolidine were studied. 1,3‐Dinitroimidazolidine‐2‐amine was captured as 1,3‐bis(1,3‐dinitroimidazolidin‐2‐yl)urea.

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