Diaziridinones. III. Reactions with hydrazines. Isomerization of diaziridinones to aziridinecarboxamides by hydrazine catalysis

FD Greene, WR Bergmark…

Index: Greene,F.D. et al. Journal of Organic Chemistry, 1969 , vol. 34, # 8 p. 2263 - 2269

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Citation Number: 10

Abstract

Diaziridinones, 1, undergo oxidation-reduction and rearrangement reactions in the presence of substituted hydrazines. Reaction of di-t-butyldiaziridinone, la, with 1, 2-di-t-butylhydrazine, 2a, affords 1, 3-di-t-butylurea and azobis-2-methyl-2-propane (major products), l-(t- butylcarbarnyl)-2, Z-dimethylaziridinel 3a (ie., Nt-butyl-2, 2-dimethylaziridinecarboxamide), in 2070 yield, and a few per cent of di-t-butylcarbodiimide. In the reaction of di-t- ...