应用化学 ›› 2010, Vol. 27 ›› Issue (06): 673-676.DOI: 10.3724/SP.J.1095.2010.90533

• 研究论文 • 上一篇    下一篇

水介质中微波促进一锅法合成吡喃并[2,3-d]嘧啶衍生物

程青芳1,2*,许兴友2,王启发1,张君磊1,张莉1,杨绪杰2   

  1. (1.淮海工学院化学工程系 连云港 222005;2.南京理工大学材料化学实验室 南京 210094)
  • 收稿日期:2009-08-13 修回日期:2009-09-28 出版日期:2010-06-10 发布日期:2010-06-10
  • 通讯作者: 程青芳,女,副教授; E-mail:cheng_qingfang@yahoo.com.cn; 研究方向:药物及中间体合成
  • 基金资助:
    连云港市科技攻关项目基金(CG0713)和江苏省海洋资源开发研究院科技开放基金(JSIMR09B03)资助项目

One-Pot Synthesis of Pyrano [2,3-d] pyrimidine Derivatives in Aqueous Media under Microwave Irradiation

CHENG Qing-Fang1,2*, XU Xing-You2, WANG Qi-Fa1, ZHANG Jun-Lei1, ZHANG Li1, YANG Xu-Jie2   

  1. (1.Deparment of Chemical Technology,Huaihai Institute of Technology,Lianyungang 222005;
    2.Materials Chemistry Laboratory,Nanjing University of Science and Technology,Nanjing 210094)
  • Received:2009-08-13 Revised:2009-09-28 Published:2010-06-10 Online:2010-06-10

摘要:

水相中将芳香醛、丙二腈和巴比妥酸以等摩尔比混合,微波辐射5~15 min,合成了9种7-氨基-6-氰基-5-芳基吡喃并[2,3-d]嘧啶二酮,产率为80%~92%,避免了传统合成法反应时间长和中间体分离的繁琐操作,减少了环境污染。 产物结构通过IR、1H NMR和元素分析测试技术进行了表征。

关键词: 吡喃并[2,3-d]嘧啶, 微波辐射, 一锅合成, 水介质

Abstract:

Nine 7-amino-6-cyano-5-aryl-5H-pyrano[2,3-d] pyrimidine-2,4(1H,3H)-diones were synthesized via the onepot threecomponent condensation reactions of aromatic aldehydes, malononitrile and barbituric acid in aqueous media without catalyst under the irradiation of microwave. The reactants were mixed in an equal molar ratio, and exposed to MW irradiation for 5~15 min, and the yields were 80%~92%. This method avoided the long reaction time of usual synthesis route and the troubles of isolation the intermediate and minimized the environmental pollution. The structures of the products were characterized by IR, 1H NMR spectroscopies and elemental analysis.

Key words: Pyrano[2,3-d]pyrimidine, microwave irradiation, one-potsynthesis, aqueous media

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