Synthesis, Structure, and Alkylation of 4-Nitroamino-1,2,4-triazole *

Abstract

Nitration of 4-amino-1,2,4-triazole with nitric acid in acetic anhydride gives the corresponding N-nitroamino derivative which has an inner salt structure. Its alkylation with alkyl halides, as well as with oxiranes, occurs only at the endocyclic nitrogen atom, while the exocyclic reaction center is not involved. All the 1-substituted products have the structure of 1-alkyl-1,2,4-triazol-1-io-4-N-nitroimides.