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HERO ID
2879112
Reference Type
Journal Article
Title
SYNTHESIS AND EVALUATION OF ANTIBACTERIAL AND ANTIFUNGAL ACTIVITIES OF SOME NOVEL 2,5-DISUBSTITUTED-1,3,4-OXADIAZOLES
Author(s)
Joshi, SD; Unale, YP; Parkale, DB; Nadagouda, SG; Gadaginamath, GS; Ashalata, SK
Year
2012
Is Peer Reviewed?
Yes
Journal
Indian Journal of Heterocyclic Chemistry
ISSN:
0971-1627
Volume
21
Issue
4
Page Numbers
319-322
Language
English
Web of Science Id
WOS:000307206900008
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84883710945&partnerID=40&md5=258cb00825409793e77dd0c49f4c1d1e
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Abstract
4-Chlorophenoxy acetic acid 2 was prepared by the condensation of phenol with monochloroacetic acid. Compound 2 was refluxed with ethanol in the presence of HCl gas yielding ethyl (4-chlorophenoxy) acetate 3. Compound 3 was refluxed with hydrazine hydrate in ethanol which produced 2-(4-chlorophenoxy) acetohydrazide 4. Compound 5a was synthesized by refluxing 2-(4-chlorophenoxy) acetohydrazide 4 with carbon. disulfide and KOH in the presence of ethanol. Compound 5a on condensation with p-benzoquinone yielded 2-({4-[(4-chlorophenoxy)methyl]-1,3-4-oxadiazole-2-yl) sulfanyl) benzene-1,4-diol 5b. Oxadiazoles 6a-d were prepared by reacting substituted phenoxy acetic acids with 2-(4-chlorophenoxy) acetohydrazide 4 in the presence of POCl3. Further Schiff bases were synthesized by the reaction of substituted aldehydes with 2-(4-chlorophenoxy) acetohydrazide 4 in presence of ethanol. These Schiff bases on reaction with acetic anhyd gave the corresponding 3-acetyl-2,3-dihydro 1,3,4-oxadiazoles 7a-d. Synthesized compounds were characterized on the basis of spectral and analytical data. All the compounds were screened for antimicrobial activity.
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