One-Pot Synthesis of New Pyranopyrazoles via Domino Multicomponent Reaction

被引:1
|
作者
Younis, Shaymaa K. [1 ]
Ibraheam, Shaimaa Y. [1 ]
机构
[1] Univ Mosul, Coll Sci, Dept Chem, Mosul, Iraq
来源
EGYPTIAN JOURNAL OF CHEMISTRY | 2022年 / 65卷 / 10期
关键词
multicomponent reaction; pyrano [2,3-c] pyrazole 1,3,4-thiadiazole; pyrazole; green chemistry; HETEROCYCLIC-COMPOUNDS; BIOLOGICAL-ACTIVITY; DERIVATIVES; GREEN;
D O I
10.21608/EJCHEM.2022.115337.5232
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An active heterocyclic unite building represented by compound 1,3,4-thiadiazole-2,5-dithiole (1) was prepared through the reaction of carbon disulfide and hydrazine hydrate. This unite building was reacted with hydrazine hydrate to afford the corresponding 2,5-dihydrazino -1,3,4-thiadiazole (2) which then undergoes one-pot catalytic-free multicomponent reaction with malononitrile, substituted aldehyde and ethyl acetoacetate to obtained 2,5-di (3-methyl-4-aryl-pyrano [2,3-c] pyrazole-5-amino-6-cyno-1-yl)-1,3,4-thiadiazole (3-9). All prepared compounds were elucidated by available methods represented by M.P, T.L.C, FT-IR and for some compounds H-1.NMR.
引用
收藏
页码:259 / 265
页数:7
相关论文
共 50 条
  • [1] Glycine-Catalyzed Efficient Synthesis of Pyranopyrazoles via One-Pot Multicomponent Reaction
    Reddy, M. B. Madhusudana
    Jayashankara, V. P.
    Pasha, M. A.
    SYNTHETIC COMMUNICATIONS, 2010, 40 (19) : 2930 - 2934
  • [2] Multicomponent One-pot Synthesis of Oxadiazole Included Pyranopyrazoles as Promising Antioxidant Agents
    Reddy, Guda Mallikarjuna
    Chen, Di Yun
    Subbaiah, Munagapati Venkata
    Long Jianyou
    Wen, Jet-Chau
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (06) : 1806 - 1811
  • [3] One-pot synthesis of iodoindolizine derivatives via a novel multicomponent reaction
    Yan, Peiyun
    Liu, Juanjuan
    Sun, Qian
    Yao, Juan
    Xue, Zhiheng
    Wang, Cunde
    JOURNAL OF CHEMICAL RESEARCH, 2013, (06) : 323 - 326
  • [4] Convenient one-pot synthesis of chiral tetrahydropyridines via a multicomponent reaction
    Noel, Romain
    Fargeau-Bellassoued, Marie-Claude
    Vanucci-Bacque, Corinne
    Lhommet, Gerard
    SYNTHESIS-STUTTGART, 2008, (12): : 1948 - 1954
  • [5] ONE-POT SYNTHESIS OF TRISUBSTITUTED PYRAZOLES VIA MULTICOMPONENT APPROACH
    Santhosh, P.
    Chunduru, V. S. R.
    Rao, V. Rajeswar
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 47 (04) : 448 - 451
  • [6] Asymmetric Synthesis of Tetrahydropyridines via an Organocatalytic One-Pot Multicomponent Michael/Aza-Henry/Cyclization Triple Domino Reaction
    Bluemel, Marcus
    Chauhan, Pankaj
    Hahn, Robert
    Raabe, Gerhard
    Enders, Dieter
    ORGANIC LETTERS, 2014, 16 (22) : 6012 - 6015
  • [7] An efficient one-pot synthesis of tri-substituted thiophenes via a multicomponent reaction in water
    Moghaddam, Firouz Matloubi
    Bardajee, Ghasem Rezanejade
    Dolabi, Maliheh
    JOURNAL OF SULFUR CHEMISTRY, 2010, 31 (05) : 387 - 393
  • [8] A Clean and One-Pot Synthesis of Spiroindoline-Pyranopyrazoles
    Ahadi, Somayeh
    Yasaei, Zahra
    Bazgir, Ayoob
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (05) : 1090 - 1094
  • [9] Green One-Pot Asymmetric Synthesis of Peptidomimetics via Sequential Organocatalyzed Aziridination and Passerini Multicomponent Reaction
    dos Santos, Deborah A.
    da Silva, Allan R.
    Ellena, Javier
    da Silva, Cecilia C. P.
    Paixao, Marcio W.
    Correa, Arlene G.
    SYNTHESIS-STUTTGART, 2020, 52 (07): : 1076 - 1086
  • [10] Synthesis of Substituted Phthalimides via Ultrasound-Promoted One-Pot Multicomponent Reaction
    Alizadeh, Abdolali
    Farajpour, Behnaz
    Knedel, Tim-Oliver
    Janiak, Christoph
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (01) : 574 - 580