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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
引用本文:钱建华,刘琳,王道林,邢锦娟.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[J].有机化学,2006,26(12):1720-1722.
作者姓名:钱建华  刘琳  王道林  邢锦娟
作者单位:1. 渤海大学应用化学省级重点实验室,锦州,121000;中国科学院金属研究所金属腐蚀与防护国家重点实验室,沈阳,110016
2. 中国科学院金属研究所金属腐蚀与防护国家重点实验室,沈阳,110016
3. 渤海大学应用化学省级重点实验室,锦州,121000
基金项目:教育部科学技术研究重点(No.206029),辽宁省教育厅(No.05L015)资助项目.
摘    要:以2,5-二巯基-1,3,4-噻二唑为原料, 与水合肼缩合, 生成2,5-二肼基-1,3,4-噻二唑. 2,5-二肼基-1,3,4-噻二唑与苯甲酰氯反应生成2,5-二酰肼基-1,3,4-噻二唑, 以POCl3为环合剂环合酰肼基-1,3,4-噻二唑, 合成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, 合成的新化合物的结构通过元素分析、红外光谱、核磁共振氢谱和质谱予以证实, 并提出了环化反应机理.

关 键 词:POCl3  2  5-二肼基-1  3  4-噻二唑  三唑并1  3  4-噻二唑  反应机理
收稿时间:2006-6-21
修稿时间:2006年6月21日

Synthesis of 3,6-Bisubstituted Phenyl-bi-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole Derivatives
QIAN Jian-Hua,LIU Lin,WANG Dao-Lin,XING Jin-Juan.Synthesis of 3,6-Bisubstituted Phenyl-bi-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole Derivatives[J].Chinese Journal of Organic Chemistry,2006,26(12):1720-1722.
Authors:QIAN Jian-Hua  LIU Lin  WANG Dao-Lin  XING Jin-Juan
Institution:a. Provincial Key Laboratory for Applied Chemistry, Bohai University, Jinzhou 121000; b. State Key Laboratory for Corrosion and Protection, Institute of Metal Research, Chinese Academy of Sciences, Shenyang 110016
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-triazolo3,4-b]-1,3,4-thiadiazole derivatives. The novel compounds were confirmed by ele- mental analysis, IR, 1H NMR and MS spectra. The mechanism of cycloreaction was also discussed.
Keywords:POCl_3  2  5-bihydrazino-1  3  4-thiadiazol  triazolo-1  3  4-thiadiazole  mechanism
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