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有机化学
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有机化学 ›› 2016, Vol. 36 ›› Issue (9): 2150-2156.DOI: 10.6023/cjoc201603047 上一篇    下一篇

研究论文

一种以硒脲为原料高效合成5-氨基四氮唑类化合物的新方法

蒋筱莹a, 米治胜a, 郭冬艳b, 谢媛媛a,b, 金婷婷b, 王文慧b   

  1. a 浙江工业大学长三角绿色制药协同创新中心 杭州 310014;
    b 浙江工业大学药学院 杭州 310014
  • 收稿日期:2016-03-30 修回日期:2016-04-22 发布日期:2016-05-17
  • 通讯作者: 谢媛媛 E-mail:xyycz@zjut.edu.cn
  • 基金资助:

    国家自然科学基金（No.21576239）和浙江省钱江人才计划（No.2013R10059）资助项目.

An Efficient Method for the Synthesis of Substituted 5-Aminotetrazoles from Selenoureas

Jiang Xiaoyinga, Mi Zhishenga, Guo Dongyanb, Xie Yuanyuana,b, Jin Tingtingb, Wang Wenhuib   

  1. a Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceutical, Zhejiang University of Technology, Hangzhou 310014;
    b College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014
  • Received:2016-03-30 Revised:2016-04-22 Published:2016-05-17
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21576239) and the Qianjiang Talent Project of Science Technology Department of Zhejiang Province (No.2013R10059).

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补充材料

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以1,3-二取代硒脲为原料，在离子液体负载的二醋酸碘苯和叠氮化钠存在下经电环化反应合成了系列5-氨基四氮唑类化合物，反应时间短、选择性好、收率高.该反应使用了绿色试剂离子液体负载的二醋酸碘苯[dibmim]+[PF6]-，对环境无污染，且可循环使用，符合绿色化学的要求.

关键词: 硒脲, 离子液体, 二醋酸碘苯, 电环化反应, 氨基四氮唑类化合物

The method to synthesize 5-aminotetrazoles starting from 1,3-disubtituted selenoureas using ion-supported hypervalent iodine(Ⅲ) reagent and sodium azide via electrocyclization has been discovered. The reaction has some advantages, such as using green and recyclable reagent[dibmim]+[PF6]-, environmental benign, short reaction time, good selectivity and high yield. The reaction is in line with the requirements of green chemistry.

Key words: selenourea, ionic liquids, hypervalent iodine(Ⅲ), electrocyclization, aminotetrazoles