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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (03): 452-455. 上一篇    下一篇

研究简报

2-取代-4(3H)-喹唑啉酮在Br?nsted酸性功能化离子液体中的微波合成

李心忠*,a，林棋a 吾满江•艾力b   

  1. (a闽江学院化学与化学工程系 福州 350108)
    (b中国科学院新疆理化技术研究所 乌鲁木齐 830011)
  • 收稿日期:2009-06-24 修回日期:2009-09-08 发布日期:2010-03-28
  • 通讯作者: 李心琮 E-mail:lixinzhong77@126.com
  • 基金资助:

    国家级.国家自然科学基金

Microwave-Assisted Synthesis of 2-Substituted-4(3H)-quinazolinones in Br?nsted Acidic Ionic Liquids

Li Xinzhong*,a,Lin Qia,Wumanjiang Elib   

  1. (a Department of Chemistry and Chemical Engineering, Minjiang University, Fuzhou 350108)
    (b Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences, Urumqi 830011)
  • Received:2009-06-24 Revised:2009-09-08 Published:2010-03-28

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以N-甲基咪唑、吡啶为起始原料, 合成了二种新型Br?nsted 酸性功能化离子液体: 1-(4-磺酸基)苄基-3-甲基咪唑硫酸氢根盐(3a), N-(4-磺酸基)苄基吡啶硫酸氢根盐(3b), 以其作为反应介质与催化剂, 研究了2-取代-4(3H)-喹唑啉酮的三组分、一锅法微波合成. 结果表明, 当n(2-氨基苯甲酸)∶n(酰氯)∶n(乙酸铵)∶n(3a或3b)＝1∶1.2∶1.5∶0.1时, 反应6 min即可完成, 产率81%～95%. 离子液体经减压蒸馏、真空干燥可重复使用3次, 催化活性基本保持不变.

关键词: Br?nsted酸, 离子液体, 多组分反应, 微波, 4(3H)-喹唑啉酮

Two novel Br?nsted acidic ionic liquids 1-(4-sulfonic)-benzyl-3-methylimidazolium hydrogen sulfate (3a) and N-(4-sulfonic)-benzyl-pyridium hydrogen sulfate (3b) were synthesized using N-methyli- midazole and pyridine as starting materials, which acted as catalyst and reaction medium for the synthesis of 2-substituted-4(3H)-quinazolinones under three-component, one-pot, and microwave irradiation conditions. Under the optimized conditions of n(2-amino-benzoic acid)∶n(acylchloride)∶n(ammonium acetate)∶n(3a or 3b)＝1∶1.2∶1.5∶0.1, the reactions completed within 6 min with the yields of 81%～95%. 3a or 3b could be recycled three times without any significant loss in catalytic activity after reduced pressure distillation and drying under vacuum .

Key words: Br?nsted acid, ionic liquid, multi-component reaction, microwave, 4(3H)-quinazolinone