石油化工高等学校学报

石油化工高等学校学报 ›› 2011, Vol. 24 ›› Issue (3): 13-16.DOI: 10.3696/j.issn.1006-396X.2011.03.004

• 石油化工 • 上一篇    下一篇

2-取代-2,3-二氢-4(1H)-喹唑啉酮衍生物合成方法

王敏1,高晶晶1,向刚伟2,王磊1   

  1. 1.渤海大学化学化工与食品安全学院,2.中国石油四川石化有限责任公司生产一部
  • 收稿日期:2011-03-21 修回日期:2011-04-20 出版日期:2011-06-25 发布日期:2011-06-25
  • 作者简介:王敏(1977 -), 女, 辽宁抚顺市, 副教授, 博士
  • 基金资助:
    辽宁省博士科研启动基金资助项目(2009A033)

Sy nthetic Method for 2 -Subs ti tuted -2 , 3 -Dihydro -#br# 4(1H)-Quinazolinones Derivatives

  1. 1. College of Chemistry, Chemical Engineering and Food Safety, Bohai University, Jinzhou Liaoning 121000, P.R.China; 2. The First Produce Department of PetroChina Sichuan Petrochemical Co., Ltd., Chengdu Sichuan 611930, P.R.China

  • Received:2011-03-21 Revised:2011-04-20 Published:2011-06-25 Online:2011-06-25

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摘要： 在氯化铝催化作用下, 以水为溶剂, 将2-氨基苯甲酰胺和醛/ 酮室温研磨后, 温度为60 ℃时加热反应, 可有效环化合成一系列2-取代-2 , 3 -二氢-4(1H)-喹唑啉酮衍生物。比较不同催化剂的催化活性, 考察了催化剂和水的用量对收率的影响。结果表明, 在n(2-氨基苯甲酰胺)/n(醛/ 酮)=1 ∶1, 催化剂摩尔分数为1 %, 水体积2 m L 的反应条件下, 实验结果最好。产品结构经IR, 1H -NM R, 质谱, 元素分析进行表征, 并提出可能的催化反应机理。

关键词: 2, 3 -二氢-4(1H)-喹唑啉酮 , 氯化铝 , 2 -氨基苯甲酰胺 , 醛 , 酮

Abstract:

A series of 2-substituted-2,3-dihydro-4(1H)-quinazolinones derivatives were synthesized efficiently by the cyclocondensation of 2-anthranilamide with an aldehyde or ketone in the presence of aluminum chloride in water at 60 ℃ after grinding at room temperature. The catalytic activity of different catalysts was compared. The effects of the amount of catalyst and the amount of solvent on the yields were investigated. The results show that the best reaction results could be obtained when the molar ratio of 2-anthranilamide to an aldehyde or ketone is 1∶1, the amount of catalyst is 1% (based on the mole of reactant), and water is 2 mL. The structures of products were characterized by IR, 1H-NMR, mass spectrum and elemental analysis. The probable catalytic mechanism for the reaction was proposed.

Key words:

2,3-Dihydro-4(1H)-quinazolinones,    , Aluminum chloride,    ,  2-Anthranilamide,   ,  Aldehydes,    ,  Ketonesmso-ascii-font-family: Calibri, mso-ascii-theme-font: minor-latin, mso-fareast-font-family: 宋体, mso-fareast-theme-font: minor-fareast, mso-hansi-font-family: Calibri, mso-hansi-theme-font: minor-latin">

引用本文

王敏,高晶晶,向刚伟,王磊. 2-取代-2,3-二氢-4(1H)-喹唑啉酮衍生物合成方法[J]. 石油化工高等学校学报, 2011, 24(3): 13-16.

WANG Min,GAO Jing-jing,XIANG Gang-wei,WANG Lei. Sy nthetic Method for 2 -Subs ti tuted -2 , 3 -Dihydro -#br# 4(1H)-Quinazolinones Derivatives[J]. Journal of Petrochemical Universities, 2011, 24(3): 13-16.

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