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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Main Authors: N. D. Argade, B. K. Kalrale, C. H. Gill
Format: Article
Language:English
Published: Hindawi Limited 2008-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2008/265131
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spelling 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
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AT bkkalrale microwaveassistedimprovedmethodforthesynthesisofpyrazolecontaining24disubstitutedoxazole5oneandtheirantimicrobialactivity
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