Sulfamic acid as a green, reusable catalyst for stepwise, tandem & one-pot solvent-free synthesis of pyrazole derivatives

被引:6
|
作者
Konkala, Veera Swamy [1 ]
Dubey, Pramod Kumar [1 ]
机构
[1] Jawaharlal Nehru Technol Univ Hyderabad, Dept Chem, Coll Engn, Kukatpally 500085, India
关键词
Pyrazol-4-carbaxaldehydes; Knoevenagel condensation; Sulfamic acid; Multicomponent reaction; Physical grinding; EFFICIENT CATALYST; ANALOGS; ANTIBACTERIAL; TRENDS; MILD; COST;
D O I
10.1016/j.cclet.2017.02.005
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sulfamic acid (SA) is a bi-functional, cost-effective and reusable green catalyst for the synthesis of 4(pyrazol-4-yl)methylenepyrazol-5(4H)-one derivatives by one-pot, three-component condensation of pyrazol-4-carbaxaldehydes beta-ketoesters and phenyl hydrazine (Route-I). In addition to this method, another simple condensation of pyrazol-4-carbaxaldehydes with pyrazolone in the presence of SA under the solvent-free condition in good yield is reported. The merits of these protocols are mild conditions, non-aqueous workup, high yields, easy availability of the catalyst, no chromatographic separation and inexpensive solid acid catalyst. Furthermore, SA could be recycled and reused for five times without losing its catalytic activity. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:1571 / 1576
页数:6
相关论文
共 50 条
  • [31] Solvent-free efficient one-pot synthesis of Biginelli and Hantzsch compounds catalyzed by potassium phthalimide as a green and reusable organocatalyst
    Hamzeh Kiyani
    Maryam Ghiasi
    Research on Chemical Intermediates, 2015, 41 : 5177 - 5203
  • [32] Solvent-free one-pot synthesis of coumarins using molybdate sulfuric acid as highly efficient catalyst
    Leila Moradi
    Fatame Belali
    Journal of the Iranian Chemical Society, 2015, 12 : 1927 - 1934
  • [33] Solvent-free one-pot synthesis of coumarins using molybdate sulfuric acid as highly efficient catalyst
    Moradi, Leila
    Belali, Fatame
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2015, 12 (11) : 1927 - 1934
  • [34] Solvent-Free One-Pot Tandem Multicomponent Synthesis of Triazolothiadiazinyl Coumarins and Their Antimicrobial Properties
    Vaarla, Krishnaiah
    Pavurala, Sreenu
    Arandkar, Varun
    Vedula, Rajeswar Rao
    Toopurani, Murali Krishna
    CHEMISTRYSELECT, 2019, 4 (19): : 5828 - 5834
  • [35] Boric acid as a highly efficient and reusable catalyst for the one-pot synthesis of 1,8-dioxo-octahydroxanthenes under solvent-free conditions
    Rezayati, Sobhan
    Hajinasiri, Rahimeh
    Erfani, Zahra
    Rezayati, Saman
    Afshari-Sharifabad, Saeid
    IRANIAN JOURNAL OF CATALYSIS, 2014, 4 (03): : 157 - 162
  • [36] Catalyst- and solvent-free one-pot synthesis of some novel polyheterocycles from aryldiazenyl salicylaldehyde derivatives
    Parmar, Narsidas J.
    Patel, Rikin A.
    Teraiya, Shashikant B.
    Sharma, Deepak
    Gupta, Vivek K.
    RSC ADVANCES, 2012, 2 (07) : 3069 - 3075
  • [37] Superparamagnetic iron oxide as an efficient catalyst for the one-pot, solvent-free synthesis of α-aminonitriles
    Mojtahedi, Mohammad M.
    Abaee, M. Saeed
    Alishiri, Tooba
    TETRAHEDRON LETTERS, 2009, 50 (20) : 2322 - 2325
  • [38] Efficient, stable, and reusable Lewis acid-surfactant-combined catalyst: One-pot Biginelli and solvent-free esterification reactions
    Qiu, Yunfeng
    Sun, Hongnan
    Ma, Zhuo
    Xia, Wujiong
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2014, 392 : 76 - 82
  • [39] Arylhydrazono/Aryldiazenyl Pyrazoles: Green One-Pot Solvent-Free Synthesis and Anticancer Evaluation
    Alsayari, Abdulrhman
    Bin Muhsinah, Abdullatif
    Asiri, Yahya, I
    Alshehri, Jaber Abdullah
    Mabkhot, Yahia N.
    Alfaifi, Mohammad Y.
    Elbehairi, Serag Eldin, I
    Mahnashi, Mater H.
    Hassan, Mohd Zaheen
    LETTERS IN ORGANIC CHEMISTRY, 2020, 17 (10) : 772 - 778
  • [40] Efficient, one-pot synthesis of xanthene derivatives using boron sulphonic acid as a solid heterogeneous catalyst under solvent-free conditions
    Hassan Moghanian
    Akbar Mobinikhaledi
    Maryam Deinavizadeh
    Research on Chemical Intermediates, 2015, 41 : 4387 - 4394