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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (12): 2166-2169. 上一篇    下一篇

研究简报

微波辐射下合成2-芳甲酰氨基-5-(2-三氟甲基苯并咪唑-1- 亚甲基)-1,3,4-噻二唑

张万权a ; 李燕萍a; 刘晨江*,a,b ; 王吉德a,b
   

  1. (a新疆大学化学化工学院 石油天然气精细化工教育部重点实验室 乌鲁木齐 830046)
    (b西安交通大学理学院 西安 710049)
  • 收稿日期:2007-12-21 修回日期:2008-04-29 发布日期:2008-12-28
  • 通讯作者: 李燕萍

Synthesis of 2-Aroylamino-5-(2-trifluoromethylbenzimidazol-1-ylmethyl)-1,3,4-thiadiazole under Microwave Irradiation

ZHANG, Wan-Quan a; LI, Yan-Pinga ; LIU, Chen-Jiang*,a,b; WANG, Ji-De a,b   


  1. (a Key Laboratory of Petroleum and Gas Fine Chemicals of Ministry of Education, College of Chemistry and
    Chemical Engineering, Xinjiang University, Urumqi 830046)
    (b School of Science, Xi’an Jiaotong University, Xi’an 710049)
  • Received:2007-12-21 Revised:2008-04-29 Published:2008-12-28
  • Contact: LIU, Chen-Jiang

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1555

被引次数

28

微波辐射下, 1-肼羰亚甲基-2-三氟甲基苯并咪唑与芳酰基异硫氰酸酯反应合成了1-(2-三氟甲基苯并咪唑-1-乙酰基)-4-芳酰基氨基硫脲(1a～1j), 继而在乙酸中合环得到了一系列的2-芳甲酰氨基-5-(2-三氟甲基苯并咪唑-1-亚甲基)-1,3,4-噻二唑(2a～2j), 反应时间短, 产率高, 副反应少. 标题化合物经元素分析, IR, 1H NMR确证结构.

关键词: 2-三氟甲基苯并咪唑, 芳酰基氨基硫脲, 1,3,4-噻二唑, 合成, 微波辐射

1-[(2-Trifluoromethylbenzimidazol-1-yl)acetyl]-4-aroylthiosemicarbazide derivatives 1a～1j were synthesized by the reaction of 1-hydrazinocarbonylmethyl-2-trifluoromethylbenzoimidazole with aroylisothiocyanate under microwave irradiation. Then compounds 1a～1j were cyclized in acetic acid to afford a series of novel 2-aroylamino-5-(2-trifluoromethylbenzimidazol-1-ylmethyl)-1,3,4-thiadiazole de-rivatives 2a～2j under microwave irradiation. In comparison, it was found that the process under microwave irradiation had many merits with short time, excellent yields and less secondary reactions. The structures of all the new compounds were confirmed by elemental analysis, IR and 1H NMR spectra.

Key words: 2-trifluoromethylbenzimidazole, synthes, aroylthiosemicarbazide, 1,3,4-thiadiazole, microwave irradiation