Synthesis of 3,6-Bisubstituted Phenyl-bi-1′,2′,4′-triazolo[3,4-b]-1″,3″,4″-thiadiazole De-rivatives

Abstract

2,5-Bihydrazino-1,3,4-thiadiazole was synthesized by substitution of 2,5-bimercapto-1,3,4-thiadiazole with hydrazine hydrate and reacted with benzoyl chloride to give 2,5-biacylhydrazino-1,3,4-thiadiazole, which was further ring-closed by POCl₃ as cyclization agent to synthesize 3,6-bisubstituted phenyl-bi-1′,2′,4′-triazolo[3,4-b]-1″,3″,4″-thiadiazole derivatives. The novel compounds were confirmed by elemental analysis, IR, ¹H NMR and MS spectra. The mechanism of cycloreaction was also discussed.

Key words: triazolo-1,3,4-thiadiazole, mechanism, 2,5-bihydrazino-1,3,4-thiadiazol, POCl₃

Cite this article

QIAN Jian-Hua*^,a,b,LIU Lin^b,WANG Dao-Lin^a,XING Jin-Juan^a. Synthesis of 3,6-Bisubstituted Phenyl-bi-1′,2′,4′-triazolo[3,4-b]-1″,3″,4″-thiadiazole De-rivatives[J]. Chin. J. Org. Chem., 2006, 26(12): 1720-1722.

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3,6-二取代苯基-二-1,2,4-三唑并[3,4-b]-1,3,4-噻二唑衍生物的合成