Synthesis and characterization of carbamates derivatives from 4-amino-1,2,4-triazole

Abstract

Carbamate derivatives are proved to be an essential class of molecules because of their application as drugs and prodrugs. Their several derivatives also have been used to craft the drug-target interfaces by incorporating the carbamate moiety. Due to the huge demand in pharma-industries these have been extensively explored and synthesized. The synthesis and characterization of carbamate derivatives from 4-amino-1,2,4-triazoles and 3-(methylthio)-4-amino-1,2,4-triazoles are described. Carbamate derivatives of 4-amino-1,2,4-triazoles with phenyl chloroformate in CH3CN using K2CO3 at ca. ~80°C have been synthesized with good to excellent yield (~81 to 97%). The methodology has been subsequently extended for synthesis of carbamate derivatives of 3-(methylthio)-4-amino-1,2,4-triazoles in which bicarbamate derivatives are formed as major products (~39 to 47%) along with mono carbamate derivatives as minor products (~9 to 22%) in the presence of similar solvent and base. On investigating the effect of solvent and base, the reaction in CH3CN in presence of K2CO3 shows the best results.