含1,2,4-三唑和1,3,4-噁二唑硫醚类化合物的合成及结构表征

Synthesis and Structure Characterization of Sulfur Ethers Containing 1,2,4-Triazole and 1,3,4-Oxadiazole

在KOH溶液中,芳甲酰肼(2)与CS2生成钾盐3;然后3在水合肼作用下经过环化、取代、肼解得3-巯基-4-氨基-5-苯基-4H-1,2,4-三唑-乙酸酰肼(6),6再与CS2回流成环生成化合物5-(4-氨基-5-苯基-4H-1,2,4-三唑-3-硫烷基)-1,3,4-噁二唑-2-硫醇(7),最后7与取代苄基氯反应得目标化合物A1～A6,与芳基甲醛反应得终产物B1～B15.目标化合物的结构均经1H NMR,13C NMR,IR,MS或HRMS确证结构.

Compound 3 was prepared by reaction of benzohydrazide （2） with CS2 in the presence of KOH as solvent. This compound converted to （4-amino-5-phenyl-4H-1,2,4-triazol-3-ylsulfanyl）-acetic acid hydrazide （6） by the reactions of cycliza- tion, substitution and hydrazinolysis in the presence of hydrazine hydrate. Then 5-（4-amino-5-phenyl-4H-1,2,4-triazol- 3-ylsulfanylmethyl）-l,3,4-oxadiazole-2-thiol （7） were obtained by a refluence of compound 6 with CS2. This intermediate reacted with several substituted-benzyl chloride to afford a series of new derivatives A1 ~A6; in the meantime, reacted with several substituted-benzaldehyde to afford a series of new derivatives BlaB15. The structures of new products were charac- terized by means of IH NMR, 13C NMR, IR, MS or HRMS techniques.