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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (05): 870-874. 上一篇    下一篇

研究简报

2-(5-取代苯氧甲基-1,3,4-噻二唑-2-亚胺基)-5-(取代苯基亚甲基)-4- 噻唑啉酮的合成

王喜存*，黄国利，权正军，吕成伟，杨文龙   

  1. (西北师范大学化学化工学院 甘肃省高分子材料重点实验室 兰州 730070)
  • 收稿日期:2007-08-24 修回日期:2007-10-30 发布日期:2008-05-20
  • 通讯作者: 王喜存

Synthesis of 2-[5-(Substituted phenyloxy)methyl-1,3,4-thiadiazol-2- ylimino]-5-(substituted benzylidene)-4-thiazolidinones

WANG Xi-Cun*,HUANG Guo-Li,QUAN Zheng-Jun
LÜ Cheng-Wei,YANG Wen-Long   

  1. (Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineer-ing,
    Northwest Normal University, Lanzhou 730070)
  • Received:2007-08-24 Revised:2007-10-30 Published:2008-05-20
  • Contact: WANG Xi-Cun*,

PDF

1368

被引次数

28

以2-氨基-5-取代苯氧甲基-1,3,4-噻二唑(1)为起始原料, 合成了中间体2-氯乙酰氨基-5-取代苯氧甲基-1,3,4-噻二唑)-2-乙酰亚胺(2)和2-(5-取代苯氧甲基-1,3,4-噻二唑-2-亚胺基)-4-噻唑啉酮(3), 化合物3进一步与取代苯甲醛发生类Knoevenagle缩合反应, 得到了一系列2-(5-取代苯氧甲基-1,3,4-噻二唑-2-亚胺基)-5-(取代苯基亚甲基)-4-噻唑啉酮类化合物4a～4p. 目标化合物4a～4p的结构经IR, 1H NMR和元素分析确证.

关键词: 2-(5-取代苯氧甲基-1,3,4-噻二唑-2-亚胺基)-5-(取代苯基亚甲基)-4-噻唑啉酮, 噻唑啉酮衍生物, 合成

A series of 2-[5-(substituted phenyloxy)methyl-1,3,4-thiadiazol-2-ylimino]-5-(substituted ben-zylidene)-4-thiazolidinones (4a～4p) were synthesized by quasi-Knoevenagel condensation of 2-[5-(substi- tuted phenyloxy)methyl-1,3,4-thiadiazol-2-ylimino]-4-thiazolidinones (3) with substituted benzaldehydes. The intermediates 3 and 2-chloroacetamido-5-(substituted phenyloxy)methyl-1,3,4-thiadiazoles (2) were prepared by using 2-amino-5-(substituted phenyloxy)methyl-1,3,4-thiadiazoles (1) as a starting material. The structures of 4a～4p were confirmed by IR, 1H NMR spectra and elemental analyses.

Key words: thiazolidinone derivative, synthesis, 2-[5-(substituted phenyloxy)methyl-1,3,4-thiadiazol-2-ylimino]-5-(substituted benzylidene)- 4-thiazo