Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity
Disubstituted oxazol-5-one and pyrazoles are known to exhibit various biological activities. Therefore, in this work, we designed pyrazole containing 2,4-disubstituted oxazol-5-one (3a-g) as a new class of antimicrobial agents. Synthesis of titled compounds was carried out by two different methods....
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doaj-42900298bfa84604a4d85fbb26d45b112020-11-24T23:21:42ZengHindawi LimitedE-Journal of Chemistry0973-49452090-98102008-01-015112012910.1155/2008/265131Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial ActivityN. D. Argade0B. K. Kalrale1C. H. Gill2P. G. Department of Chemistry, S.S.G.M. Collage, Kopergone, Ahmednagar-423601 (MS), University of Pune, IndiaP. G. Department of Chemistry, S.S.G.M. Collage, Kopergone, Ahmednagar-423601 (MS), University of Pune, IndiaDepartment of Chemistry, Dr.B.A.Marathwada University, Aurangabad-431004 (MS), IndiaDisubstituted oxazol-5-one and pyrazoles are known to exhibit various biological activities. Therefore, in this work, we designed pyrazole containing 2,4-disubstituted oxazol-5-one (3a-g) as a new class of antimicrobial agents. Synthesis of titled compounds was carried out by two different methods. In the first method (conventional Method A), disubstituted oxazol-5-one (3a-g) was prepared by reacting 1-phenyl-3-p-tolyl-1H-pyrazole-4-carbaldehyde (1a-g) with hippuric acid (2) and sodium acetate, in an acetic anhydride for 2.5 - 4 h. In the second method (Method B), the above reaction was carried out under microwave assistance. Compared to the conventional method, the microwave-assisted synthesis of 3,4,5-trisubstituted imidazoles demonstrate several advantages, in terms of reaction time and overall yield. All the test compounds were evaluated for in vitro antibacterial and antifungal activities. In general, compounds with electron withdrawing groups showed good antibacterial and antifungal activities. Among the compound tested, compound (3d) showed highest activity.http://dx.doi.org/10.1155/2008/265131 |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
N. D. Argade B. K. Kalrale C. H. Gill |
spellingShingle |
N. D. Argade B. K. Kalrale C. H. Gill Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity E-Journal of Chemistry |
author_facet |
N. D. Argade B. K. Kalrale C. H. Gill |
author_sort |
N. D. Argade |
title |
Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity |
title_short |
Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity |
title_full |
Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity |
title_fullStr |
Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity |
title_full_unstemmed |
Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity |
title_sort |
microwave assisted improved method for the synthesis of pyrazole containing 2,4,-disubstituted oxazole-5-one and their antimicrobial activity |
publisher |
Hindawi Limited |
series |
E-Journal of Chemistry |
issn |
0973-4945 2090-9810 |
publishDate |
2008-01-01 |
description |
Disubstituted oxazol-5-one and pyrazoles are known to exhibit various biological activities. Therefore, in this work, we designed pyrazole containing 2,4-disubstituted oxazol-5-one (3a-g) as a new class of antimicrobial agents. Synthesis of titled compounds was carried out by two different methods. In the first method (conventional Method A), disubstituted oxazol-5-one (3a-g) was prepared by reacting 1-phenyl-3-p-tolyl-1H-pyrazole-4-carbaldehyde (1a-g) with hippuric acid (2) and sodium acetate, in an acetic anhydride for 2.5 - 4 h. In the second method (Method B), the above reaction was carried out under microwave assistance. Compared to the conventional method, the microwave-assisted synthesis of 3,4,5-trisubstituted imidazoles demonstrate several advantages, in terms of reaction time and overall yield. All the test compounds were evaluated for in vitro antibacterial and antifungal activities. In general, compounds with electron withdrawing groups showed good antibacterial and antifungal activities. Among the compound tested, compound (3d) showed highest activity. |
url |
http://dx.doi.org/10.1155/2008/265131 |
work_keys_str_mv |
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