应用化学 ›› 2020, Vol. 37 ›› Issue (5): 502-511.DOI: 10.11944/j.issn.1000-0518.2020.05.190311

• 研究论文 • 上一篇    下一篇

碱催化醛、丙二腈和邻苯二甲酰肼的三组分反应合成酞嗪衍生物

陈晨,阮鸿力,吕乐,宋芷熙,吕成伟(),安悦   

  1. 辽宁师范大学化学化工学院 辽宁 大连 116029
  • 收稿日期:2019-11-19 接受日期:2020-02-20 出版日期:2020-05-01 发布日期:2020-04-29
  • 通讯作者: 吕成伟
  • 基金资助:
    辽宁省科技厅(2019-MS-215,2019-ZD-0470)项目资助

Synthesis of Pyridazine Derivatives by Base-Catalyzed Three-Component Reaction of Aldehyde, Malononitrile and Phthalhydrazide

CHEN Chen,RUAN Hongli,Lü Le,SONG Zhixi,Lü Chengwei(),AN Yue   

  1. College of Chemistry and Chemical Engineering,Liaoning Normal University, Dalian,Liaoning 116029,China
  • Received:2019-11-19 Accepted:2020-02-20 Published:2020-05-01 Online:2020-04-29
  • Contact: LÜ Chengwei
  • Supported by:
    Supported by the Department of Science and Technology of Liaoning Province(No.2019-MS-215, No.2019-ZD-0470)

摘要:

经过实验验证引入水有利于芳香醛、丙二腈和邻苯二甲酰肼三组分的反应进行,催化量的有机碱三乙胺(Et3N)或无机碱磷酸氢二钾(K2HPO4·3H2O)可以在常规条件下促进该反应。本文以39%~97%的产率合成一系列1H-吡唑[1,2-b]酞嗪-5,10-二酮衍生物。 两种催化剂均溶于水,因此,反应结束后催化剂的分离与产物提纯简便易行。 此方法具有反应条件温和、绿色环保、操作简单、后处理方便等特点。

关键词: 三乙胺, 磷酸氢二钾, 碱催化, 多组分反应, 酞嗪衍生物

Abstract:

Catalytic amount of organic base triethylamine (Et3N) or inorganic base dipotassium hydrogen phosphate (K2HPO4·3H2O) is proved to effectively promote the three components reaction of aromatic aldehyde, malononitrile and phthalhydrazide under conventional heating conditions. As expected, introduction of water is favorable to the reaction. A series of 1H-pyrazole [1,2-b]pyridazine-5,10-diones derivatives was synthesized in the yield of 39%~97%. Both catalysts are soluble in water, and introduction of water also facilitate the separation of the catalyst after reaction. This approach also has advantages of mild reaction conditions, green environmental protection, simple operation and convenient post-treatment.

Key words: trimethylamine, dipotassium hydrogen phosphate trihydrate, base catalytic, multi-component reactions, phthalazines derivatives