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  被引量:6

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

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作  者:王海卫[1] 朱文娟[1] 于知冉[1] 李静[1] 董保东[1] 廖新成[1] 

机构地区:[1]郑州大学化学与分子工程学院,郑州450052

出  处:《有机化学》2012年第10期1888-1893,共6页Chinese Journal of Organic Chemistry

基  金:国家自然科学基金(No.21171149)资助项目~~

摘  要: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.

关 键 词:1 2 4-三唑 1 3 4-噁二唑 硫醚 

分 类 号:O626[理学—有机化学]

 

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