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化学学报
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化学学报 ›› 2011, Vol. 69 ›› Issue (19): 2293-2298. 上一篇    下一篇

研究论文

功能化离子液体中两步高效合成N-取代硫脲

赵华绒*，王海燕，陆丰平   

  1. (浙江大学化学系 杭州 310027)
  • 投稿日期:2010-08-24 修回日期:2011-05-28 发布日期:2011-06-18
  • 通讯作者: 赵华绒 E-mail:zhr0103@sohu.com
  • 基金资助:

    4-噻唑啉酮类化合物的合成、结构和异构研究

An Efficient Two-Step Synthesis of N-Substituted Thioureas in Functional Ionic Liquild

ZHAO Hua-Rong, WANG Hai-Yan, LU Feng-Ping   

  1. (Department of Chemistry, Zhejiang University, Hangzhou 310027)
  • Received:2010-08-24 Revised:2011-05-28 Published:2011-06-18
  • Contact: ZHAO Hua-Rong E-mail:zhr0103@sohu.com

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824

被引次数

5

两步高效合成N-取代硫脲: (1)在[emim]SCN中以酰与伯胺为起始原料先合成得到N-烃基-N-酰基硫脲, 反应速度快, 产率高, 功能化离子液体既作为第一步反应原料, 又作为反应介质|(2) N-烃基-N′-酰基硫脲在NaOH/H2O/EtOH体系中以近100%的转化率水解得目标产物. 提供了一种高效合成N-取代硫脲的绿色、实用新方法.

关键词: 酰氯, 胺, 功能化离子液体, N-取代硫脲

N-Substituted thioureas were synthesized efficiently by two-step reaction: (1) acyl chlorides and primary amides reacted together in functional [emim]SCN rapidly at room temperature to form N-benzoyl-N′-alkylthioureas in high yields. [emim]SCN acted both as an initial material and reaction solvent. (2) N-benzoyl-N′-alkylthioureas were hydrolyzed in NaOH/H2O/EtOH to yield N-substituted thioureas with almost 100% yield. A new efficient and green synthesis of N-substituted thioureas showing good practicality was provided.

Key words: acyl chloride, amine, functional ionic liquid, N-substituted thiourea