An Efficient and Ecofriendly Synthesis of 3,7-Diaryltetrahydro-1H,5H-[1,2,4]triazolo[1,2-a][1,2,4]triazole-1,5-dithiones

Abstract

An efficient and environmentally friendly method was developed for the synthesis of 3,7-diaryltetrahydro- 1H,5H-[1,2,4]triazolo[1,2-a]-[1,2,4]triazole-1,5-dithiones by reacting aldazines with KSCN and HCl in an ethanolic medium. The products were obtained in excellent yields within short duration of time, along with the advantage of ease of isolation by precipitation. The reaction mechanism substantiates the formation of a protonated intermediate, which facilitates an accelerated nucleophilic addition. Among the compounds synthesized, the 3,7-bis(4-chlorophenyl)tetrahydro-1H,5H-[1,2,4]triazolo[1,2- a][1,2,4]triazole-1,5-dithione demonstrated remarkable antibacterial properties.