An efficient, one-pot three-component synthesis of 4H-thiazolo[3,2-a][1,3,5]triazin-6-one derivatives

被引:4
作者
Ubeid, Mustafa T. [1 ]
Thabet, Hamdy K. [1 ,2 ]
El-Feky, Said A. [3 ]
机构
[1] Northern Border Univ, Fac Arts & Sci, Dept Chem, PO 840, Rafha 91911, Saudi Arabia
[2] Al Azhar Univ, Fac Sci, Dept Chem, Cairo 11284, Egypt
[3] Northern Border Univ, Fac Pharm, Dept Pharmaceut Chem, PO 840, Rafha 91911, Saudi Arabia
关键词
multicomponent reaction; one-pot reaction; thiazolo[3,2-a][1,3,5]triazin-6-ones; MULTICOMPONENT REACTION; BIOLOGICAL EVALUATION; PFITZINGER REACTION; SOLVENT-FREE; DISCOVERY; PYRAZOLE;
D O I
10.1515/hc-2015-0135
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient protocol was established to synthesize thiazolo[3,2-a][1,3,5]triazin-6-ones via three-component one-pot condensation reaction of readily available thioglycolic acid or ethyl thioglycolate, aldehydes or ketones and dicyandiamide in the presence of ammonium acetate. All of the newly synthesized compounds were characterized by spectroscopic analyses.
引用
收藏
页码:43 / 47
页数:5
相关论文
共 39 条
  • [1] Synthesis, antimicrobial activity of some new 2-amino-4-(4′-phenylsulfanyl-phenyl)thiazole derivatives and theoretical studies of their Schiff's base
    Abdel-Hafez, SH
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2003, 178 (12) : 2563 - 2579
  • [2] Ammar YA, 2015, HETEROCYCL LETT, V5, P157
  • [3] Cyanothioacetanilide Intermediates in Heterocyclic Synthesis, Part 1: Synthesis and Biological Evaluation of Some Novel Thiazole, Thiophene, Pyrazole, and Pyrazolo[1,5-a]Pyrimidine Derivatives
    Ammar, Y. A.
    Thabet, H. Kh.
    Aly, M. M.
    Mohamed, Y. A.
    Ismail, M. A.
    Salem, M. A.
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2010, 185 (04) : 743 - 753
  • [4] Cyanoacetanilide intermediates in heterocyclic synthesis. Part 7: preparation of some spiro[indoline-3,4′-pyridine] and chromeno[3,4-c]pyridine derivatives
    Ammar, Yossry A.
    Ali, Mohsan M.
    Mohamed, Yahia A.
    Thabet, Hamdy Khamees
    El-Gaby, Mohamed S. A.
    [J]. HETEROCYCLIC COMMUNICATIONS, 2013, 19 (03) : 195 - 200
  • [5] REACTIONS OF HETEROARYLIMINOTRIPHENYLPHOSPHORANES WITH HETEROCUMULENES - SYNTHESIS AND CYCLOADDITION REACTIONS OF ALPHA-N-HETEROARYL-SUBSTITUTED CARBODIIMIDES
    BODEKER, J
    COURAULT, K
    KOCKRITZ, A
    KOCKRITZ, P
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE, 1983, 325 (03): : 463 - 474
  • [6] Efficient preparation of the isoindoline framework via a six component, tandem double A3-coupling and [2+2+2] cycloaddition reaction
    Bonfield, E. Ryan
    Li, Chao-Jun
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (03) : 370 - 374
  • [7] Bismuth nitrate-catalyzed multicomponent reaction for efficient and one-pot synthesis of densely functionalized piperidine scaffolds at room temperature
    Brahmachari, Goutam
    Das, Suvankar
    [J]. TETRAHEDRON LETTERS, 2012, 53 (12) : 1479 - 1484
  • [8] Boronic Acids and Esters in the Petasis-Borono Mannich Multicomponent Reaction
    Candeias, Nuno R.
    Montalbano, Francesco
    Cal, Pedro M. S. D.
    Gois, Pedro M. P.
    [J]. CHEMICAL REVIEWS, 2010, 110 (10) : 6169 - 6193
  • [9] Towards species-specific antifolates
    Chan, DCM
    Anderson, AC
    [J]. CURRENT MEDICINAL CHEMISTRY, 2006, 13 (04) : 377 - 398
  • [10] Cu-Catalyzed Three-Component Synthesis of Substituted Benzothiazoles in Water
    Deng, Hang
    Li, Zhengkai
    Ke, Fang
    Zhou, Xiangge
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (16) : 4840 - 4843