One-pot multi-component synthesis of novel ethyl-2-(3-((2-(4-(4-aryl)thiazol-2-yl)hydrazono)methyl)-4-hydroxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate derivatives and evaluation of their in vitro antimicrobial activity

被引:6
|
作者
Deshineni, Rajitha [1 ]
Velpula, Ravibabu [2 ]
Koppu, Suneetha [1 ]
Pilli, Jyothi [1 ]
Chellamella, Gyanakumari [1 ]
机构
[1] Osmania Univ, Dept Chem, Hyderabad 500007, Telangana, India
[2] Natl Inst Technol, Dept Chem, Warangal, Telangana, India
关键词
BIOLOGICAL EVALUATION; THIAZOLE DERIVATIVES; SCHIFF-BASES; INHIBITORS; AGENTS;
D O I
10.1002/jhet.3872
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel series of ethyl-2-(3-((2-(4-(4-aryl)thiazol-2-yl)hydrazono)methyl)-4-hydroxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate derivatives (4a-f and 5a-f) were synthesized by employing one-pot multi-component approach involving ethyl 2-(3-formyl-4-oxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate, thiosemicarbazide and various phenacyl bromides/3-(2-bromoacetyl)-2H-chromen-2-one/2-(2-bromoacetyl)-3H-benzo[f]chromen-3-onein ethanol in the presence of catalytic amount of acetic acid. The structures of all the synthesized compounds were confirmed with spectral analysis, ie, IR, 1H NMR, 13C NMR and mass spectrometry, and all the compounds were screened for their in vitro antimicrobial activity.
引用
收藏
页码:1361 / 1367
页数:7
相关论文
共 50 条
  • [1] Synthesis, characterization and antimicrobial activity of ethyl 2-(3-formyl-4-((4-hydroxy-2-oxo-2H-chromen-3-yl)-alkoxy-)phenyl)-4-methylthiazole-5-carboxylate derivatives
    Malik, G. M.
    Naik, Chirag G.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2015, 54 (08): : 1005 - 1010
  • [2] One Pot, Multi-component Synthesis of 3-[(4-Aryl-thiazol-2-yl)-hydrazono]-1,3-dihydro-indole-2-one
    Birhanu, Aychiluhim Tewodros
    Rao, Vedula Rajeswar
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2014, 30 (04) : 601 - 604
  • [3] One pot, multi-component synthesis of 3-[4-aryl-thiazol-2-yl)-hydrazono]-1,3-dihydro-indole-2-one
    Tewodros Birhanu Aychiluhim
    Rajeswar Rao Vedula
    Chemical Research in Chinese Universities, 2014, 30 : 601 - 604
  • [4] A One-pot Synthesis of Some New 3-(2-(4-(2-Oxo-2H-Chromen-3-yl) thiazol-2-yl) hydrazono)indolin-2-ones
    Rastogi, Nisheeth
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 30 (02) : 131 - 134
  • [5] Synthesis and Antimicrobial Activities of Novel Series of 3-(4-(2-substituted thiazol-4-yl)phenyl)-2-(4-methyl-2-substituted thiazol-5-yl) thiazolidin-4-one Derivatives
    Shelke, Shivaji H.
    Mhaske, Pravin C.
    Narkhade, Sachin
    Bobade, Vivek D.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (04) : 1151 - 1156
  • [6] One pot synthesis of 4-(arylidene)-2-[5-(4-hydroxy-6-methyl-2-oxo-2H-pyran3-yl)-thiazol-2-yl]-5-methyl-2,4-dihydro-pyrazol-3-ones via multi-component approach
    Aychiluhim, Tewodros Birhanu
    Penta, Santhosh
    Rao, Vedula Rajeswar
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2014, 53 (10): : 1242 - 1246
  • [7] Synthesis of 3-[4-(1-Benzofuran-2-yl)-1,3-thiazol-2-yl]-2-(4-aryl)-1,3-thiazolidin-4-one Derivatives as Biological Agents
    Venkatesh, Bhovi K.
    Bodke, Yadav D.
    Biradar, S. A.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2010, 185 (09) : 1926 - 1931
  • [8] Facile one-pot synthesis of 3-{2-[5-hydroxy-4-(2-hydroxy-ethyl)-3-methyl-pyrazol-1-yl]-thiazol-4-yl}-chromen-2-ones via a three-component reaction
    Rao, V. Rajeswar
    Kumar, P. Vijaya
    SYNTHETIC COMMUNICATIONS, 2006, 36 (15) : 2157 - 2161
  • [9] Synthesis and Herbicidal Activities of Novel 4-(4-(5-methyl-3-arylisoxazol-4-yl)thiazol-2-yl)piperidyl Carboxamides and Thiocarboxamides
    Hu, De-Jin
    Liu, Su-Fang
    Huang, Tong-Hui
    Tu, Hai-Yang
    Zhang, Ai-Dong
    MOLECULES, 2009, 14 (03) : 1288 - 1303
  • [10] Synthesis and antimicrobial activity of new N-[4-(4-hydroxy-2-oxo-2H-chromen-3-yl)thiazol-2-yl]benzenesulfonamides
    Sukdolak, S
    Solujic, A
    Manojlovic, N
    Krstic, LJ
    CHEMICAL PAPERS, 2005, 59 (01): : 37 - 40