An environmentally friendly synthesis of 1,4-dihydropyrano [2,3-c]pyrazole derivatives catalyzed by tungstate sulfuric acid

被引：30
|
作者：
Farahi, Mahnaz [1 ]
Karami, Bahador [1 ]
Sedighimehr, Iman [1 ]
Tanuraghaj, Hamideh Mohamadi [1 ]
机构：
[1] Univ Yasuj, Dept Chem, Yasuj 7591874831, Iran
来源：
CHINESE CHEMICAL LETTERS | 2014年 / 25卷 / 12期
关键词：
6-Amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles; 3-Methyl-1-phenyl-2-pyrazolin-5-one; Aromatic aldehyde; Malononitrile; Tungstate sulfuric acid; ONE-POT SYNTHESIS; RECYCLABLE CATALYST;
D O I：
10.1016/j.cclet.2014.07.012
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient three-component synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles via a reaction between 3-methyl-1-phenyl-2-pyrazolin-5-one, aromatic aldehydes and malononitrile using tungstate sulfuric acid as a catalyst was described. Mild conditions, good to excellent yields, easily available catalyst and easy work-up are the key features of this method. (C) 2014 Bahador Karami. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码：1580 / 1582
页数：3
相关论文
共 50 条
  • [1] An environmentally friendly synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives catalyzed by tungstate sulfuric acid
    Mahnaz Farahi
    Bahador Karami
    Iman Sedighimehr
    Hamideh Mohamadi Tanuraghaj
    Chinese Chemical Letters, 2014, 25 (12) : 1580 - 1582
  • [2] Synthesis of 1,4-dihydropyrano [2,3-c] pyrazole derivatives
    Vasyun'kina, TN
    Bykova, LM
    Plotkin, VN
    Ramsh, SM
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 41 (05) : 742 - 744
  • [3] Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazole Derivatives
    T. N. Vasyun’kina
    L. M. Bykova
    V. N. Plotkin
    S. M. Ramsh
    Russian Journal of Organic Chemistry, 2005, 41 : 742 - 744
  • [4] Expeditious, Four-Component Synthesis of 1,4-Dihydropyrano[2,3-c]Pyrazole Derivatives Catalyzed by Trichloroacetic Acid or Ceric Sulfate
    Karimi-Jaberi, Zahed
    Shams, Mohammad Mehdi Reyazo
    Pooladian, Baharak
    ACTA CHIMICA SLOVENICA, 2013, 60 (01) : 105 - 108
  • [5] Green synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives using maltose as biodegradable catalyst
    Mehrnoosh Kangani
    Nourallah Hazeri
    Malek Taher Mghsoodlou
    Sayyed Mostafa Habibi-khorasani
    Sajjad Salahi
    Research on Chemical Intermediates, 2015, 41 : 2513 - 2519
  • [6] Green synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives using maltose as biodegradable catalyst
    Kangani, Mehrnoosh
    Hazeri, Nourallah
    Mghsoodlou, Malek Taher
    Habibi-khorasani, Sayyed Mostafa
    Salahi, Sajjad
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (04) : 2513 - 2519
  • [7] DABCO catalyzed rapid one-pot synthesis of 1,4-dihydropyrano [2,3-c] pyrazole derivatives in aqueous media
    Waghmare, Amit S.
    Pandit, Shivaji S.
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2017, 21 (03) : 286 - 290
  • [8] Novel 1,4-dihydropyrano[2,3-c]pyrazole derivatives: Synthesis, characterization, biological evaluation and in silico study
    Vasava, Mahesh S.
    Bhoi, Manoj N.
    Rathwa, Sanjay K.
    Shetty, Shilpa S.
    Patel, Rikin D.
    Rajani, Dhanji P.
    Rajani, Smita D.
    Patel, Alpesh
    Pandya, Himanshu A.
    Patel, Hitesh D.
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1181 : 383 - 402
  • [9] An Efficient and Rapid Synthesis of 1,4-Dihydropyrano[2,3-c]Pyran and 1,4-Dihydropyrano[2,3-c]Quinoline Derivatives Using Copper Nanoparticles Grafted on Carbon Microspheres
    Kaminwar, Nitishkumar S.
    Tekale, Sunil U.
    Pokalwar, Rajkumar U.
    Kotai, Laszlo
    Pawar, Rajendra P.
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (07) : 4635 - 4643
  • [10] Nickel ferrite as a recyclable nanocatalyst for synthesis of novel highly substituted 1,4-dihydropyrano[2,3-c]pyrazole derivatives
    Heravi, Mohammad Reza Poor
    Morsalie, Naheed
    IRANIAN CHEMICAL COMMUNICATION, 2018, 6 (01) : 87 - 96
12345