A Novel and Convenient Synthesis of 3-Amino-2H-1,2,4-Triazoles from Isoselenocyanates and Hydrazine Hydrate

Abstract

A novel and convenient one-pot synthesis of 3-amino-2 H-1,2,4-triazoles from two molecules of isoselenocyanates and hydrazine hydrate via cyclodeselenisation was developed. Various 3-amino-2 H-1,2,4-triazoles were obtained in moderate to good yields (33–45%, based on isoselenocyanates). The selenium powder and aromatic amine side products during the reaction could be recycled for efficient preparation of isoselenocyanates, which improved the atom economy. A plausible mechanism was proposed for the formation of the target products.