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有机化学.pdfVIP

DOI: 10.6023/cjoc1202201 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 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 王海卫 朱文娟 于知冉 李 静 董保东 廖新成* (郑州大学化学与分子工程学院 郑州 450052) 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. 关键词 1,2,4-三唑; 1,3,4-噁二唑; 硫醚 Synthesis and Structure Characterization of Sulfur Ethers Containing 1,2,4-Triazole and 1,3,4-Oxadiazole Wang, Haiwei Zhu, Wenjuan Yu, Zhiran Li, Jing Dong, Baodong Liao, Xincheng* (College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450052) Abstract 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)-1,3,4-oxadiazole-2-thiol (7) were obtained by a refluence of compound 6 with CS . This intermediate 2 reacted with several substituted-benzyl chloride to afford a series of new derivatives A1～A6; in the meantime, reacted with several subst