有机化学 ›› 2016, Vol. 36 ›› Issue (8): 1954-1957.DOI: 10.6023/cjoc201601033 上一篇    下一篇

研究简报

N-氯代丁二酰亚胺与异腈的双氯化反应制备N-苯基二氯亚胺类化合物

任少波, 张海峰, 张剑, 张巍, 刘运奎   

  1. 浙江工业大学绿色化学与技术国家重点实验室培育基地 化学工程学院 杭州 310014
  • 收稿日期:2016-01-25 修回日期:2016-03-30 发布日期:2016-04-07
  • 通讯作者: 刘运奎 E-mail:ykuiliu@zjut.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21172197和21372201)及浙江工业大学“省重中之重一级学科”开放基金资助项目.

Dichlorinating Reaction of N-Chlorosuccinimide with Isonitriles for the Synthesis of N-Phenyldichloroimides

Ren Shaobo, Zhang Haifeng, Zhang Jian, Zhang Wei, Liu Yunkui   

  1. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2016-01-25 Revised:2016-03-30 Published:2016-04-07
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21172197 and 21372201) and the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology, Zhejiang University of Technology.

N-氯代丁二酰亚胺为氯源,在温和、简便的条件下实现了异腈的双氯化反应,合成了N-苯基二氯亚胺类化合物. 通过研究溶剂、温度、时间、氯源种类及其用量等因素对反应的影响,获得了最优反应条件. 该反应底物普适性较好,不同官能团取代的异腈皆能成功地得到双氯化产物,最高收率可达93%.

关键词: 异腈, N-氯代丁二酰亚胺, N-苯基二氯亚胺, 双氯化

With N-chlorosuccinimide as the chlorinating source, the dichlorination of isonitriles has been achieved to afford N-phenyldichloroimide compounds under mild and convenient conditions. The optimized reaction conditions were established through systematic investigations of the effect of solvents, temperature, time, chlorinating sources and their dosages in the reaction. The reaction exhibits good compatibility of various substrates, and a variety of isonitriles with different substituted patterns can undergo the dichlorination smoothly and furnish products with high yields of up to 93%.

Key words: isonitrile, N-chlorosuccinimide, N-phenyldichloroimide, dichlorination