Introduction of a novel dicationic Bronsted acidic ionic liquid based on pyrazine and its application in the synthesis of xanthenediones and 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions

被引:25
|
作者
Sorkhi, Seyyed Erfan Sadati [1 ]
Hashemi, Mohammad M. [1 ]
Ezabadi, Ali [2 ]
机构
[1] Islamic Azad Univ, Dept Chem, Sci & Res Branch, Tehran, Iran
[2] Islamic Azad Univ, Fac Sci, Dept Chem, Cent Tehran Branch, Tehran, Iran
关键词
Dicationic ionic liquid; Pyrazine; Xanthenediones; 3; 4-Dihydropyrimidin-2(1H)-ones; Solvent-free; ONE-POT SYNTHESIS; MULTICOMPONENT BIGINELLI REACTION; ECO-FRIENDLY CATALYST; EFFICIENT SYNTHESIS; HIGHLY EFFICIENT; REUSABLE CATALYST; FACILE SYNTHESIS; GREEN SYNTHESIS; SULFONIC-ACID; 1,8-DIOXO-OCTAHYDROXANTHENES;
D O I
10.1007/s11164-020-04089-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel dicationic Bronsted acidic ionic liquid based on pyrazine has been prepared and characterized by FTIR, H-1 NMR, C-13 NMR, MS, thermal gravimetric and differential thermal gravimetric analysis and also Hammett acidity function. The prepared dicationic ionic liquid is found to be an efficient and reusable catalyst for the synthesis of xanthenediones and 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions. The merits of the developed procedure include novelty in terms of the ionic liquid, easy preparation of the ionic liquid, easy workup, reusability of the catalyst, high yield, short reaction time and absence of toxic organic solvent.
引用
收藏
页码:2229 / 2246
页数:18
相关论文
共 50 条
  • [1] Introduction of a novel dicationic Brönsted acidic ionic liquid based on pyrazine and its application in the synthesis of xanthenediones and 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions
    Seyyed Erfan Sadati Sorkhi
    Mohammad M. Hashemi
    Ali Ezabadi
    Research on Chemical Intermediates, 2020, 46 : 2229 - 2246
  • [2] An Efficient Synthesis of 3,4-Dihydropyrimidin-2(1H)-Ones and Thiones Catalyzed by a Novel Bronsted Acidic Ionic Liquid under Solvent-Free Conditions
    Zhang, Yonghong
    Wang, Bin
    Zhang, Xiaomei
    Huang, Jianbin
    Liu, Chenjiang
    MOLECULES, 2015, 20 (03): : 3811 - 3820
  • [3] BrOnsted Acidic Ionic Liquid-Catalyzed One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Thiones Under Solvent-Free Conditions
    Hajipour, Abdol R.
    Khazdooz, Leila
    Zarei, Amin
    SYNTHETIC COMMUNICATIONS, 2011, 41 (15) : 2200 - 2208
  • [4] Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Catalyzed by Bronsted Acidic Ionic Liquid
    Liu, Weihua
    Gao, Shutao
    Feng, Cheng
    Zang, Xiaohuan
    Zhou, Xin
    Ma, Jingjun
    Wang, Chun
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (05) : 962 - 965
  • [5] One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Catalyzed by Acidic Ionic Liquids Under Solvent-Free Conditions
    Gui, Jianzhou
    Liu, Dan
    Wang, Chan
    Lu, Feng
    Lian, Jingzhao
    Jiang, Heng
    Sun, Zhaolin
    SYNTHETIC COMMUNICATIONS, 2009, 39 (19) : 3436 - 3443
  • [6] Bronsted acidic ionic liquid:: An efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H )-ones
    Zheng, RW
    Wang, XX
    Xu, H
    Du, JX
    SYNTHETIC COMMUNICATIONS, 2006, 36 (11) : 1503 - 1513
  • [7] Preparation and Characterization of a Novel Room Temperature Dicationic Ionic Liquid and its Application in the Synthesis of Xanthenediones Under Solvent-Free Conditions
    Ehsani-Nasab, Zainab
    Ezabadi, Ali
    COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2018, 21 (08) : 602 - 608
  • [8] Citric Acid Catalyzed Synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under Ultrasound Irradiation and Solvent-free Conditions
    Luo, Zhi-Chen
    JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 2012, 34 (04): : 939 - 941
  • [9] Natural Organic Acids Promoted Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones/thiones Under Solvent-free Conditions
    Thorat, Nitin M.
    Thopate, Shankar R.
    LETTERS IN ORGANIC CHEMISTRY, 2015, 12 (03) : 210 - 216
  • [10] Copper(II) trifluoroacetate catalyzed synthesis of 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions
    Song, Dailei
    Wang, Runxia
    Chen, Yongli
    Zhang, Shaohua
    Liu, Chunsheng
    Luo, Genxiang
    REACTION KINETICS AND CATALYSIS LETTERS, 2008, 95 (02): : 385 - 390