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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (10): 1555-1558. 上一篇    下一篇

研究简报

3-甲基-4-氨基-5-[二-(4-氟苯基)]甲硫基-1,2,4-三氮唑席夫碱的微波合成及表征

李清寒*，崔浩   

  1. (西南民族大学化学与环境保护工程学院 成都 610041)
  • 收稿日期:2009-09-03 修回日期:2010-04-06 发布日期:2010-05-19
  • 通讯作者: 李清寒 E-mail:lqhchem@163.com;superliqinghan@163.com

Microwave-Assisted Synthesis and Characterization of 3-Methyl-4- amino-5-[bi-(4-fluorophenyl)-methyl]-thio-1,2,4-triazole Schiff base

LI Qing-Han, CUI Hao   

  1. (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041)
  • Received:2009-09-03 Revised:2010-04-06 Published:2010-05-19
  • Contact: Li Qing-Han E-mail:lqhchem@163.com;superliqinghan@163.com

PDF

1548

被引次数

10

微波辐射下, 二氨基硫脲与乙酸反应制得3-甲基-4-氨基-1,2,4-三氮唑-5-硫酮(1), 在无水乙醇中以三乙胺作为反应的缚酸剂, 1与[二-(4-氟苯基)]甲基氯经微波辐射制得中间体3-甲基-4-氨基-5-[二-(4-氟苯基)]甲硫基-1,2,4-三氮唑(2), 然后中间体2与芳香醛经缩合反应制得了10个Schiff碱3a～3j. 合成的10个目标化合物通过熔点测定和质谱、红外光谱、核磁共振氢谱分析、元素分析对其结构进行确证.

关键词: 1,2,4-三氮唑Schiff碱, 二-(4-氟苯基)甲基氯, 有机合成, 微波辐射

Under microwave irradiation conditions, ten Schiff bases 3a～3j have been synthesized. Firstly thiocarbazide was reacted with acetic acid to prepare 4,5-dihydro-3-methyl-4-amino-1,2,4-triazole-5-thione (1). Then compounds 1 reacted with [bi-(4-fluorophenyl)]methyl chloride in the presence of triethylamine and ethanol to form the key intermediate 2. The target compounds 3a～3j were synthesized by the condensation between substituted benzaldehyde and the intermediates 2 in acetic acid medium. The structures of target compounds have been confirmed by IR, 1H NMR, MS techniques and elemental analysis.

Key words: 1,2,4-triazole Schiff bases, [bi-(4-fluorophenyl)]methyl chloride, organic synthesis, microwave irradiation