Synthesis and antimicrobial study of novel heterocyclic compounds from hydroxybenzophenones

Khanum, Shaukath Ara and Shashikanth, Sheena and Umesha, S. and Kavitha, R. (2005) Synthesis and antimicrobial study of novel heterocyclic compounds from hydroxybenzophenones. European Journal of Medicinal Chemistry, 40 (11). 1156 - 1162. ISSN 1768-3254

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Official URL: https://doi.org/10.1016/j.ejmech.2005.04.005

Abstract

The triazolothiadiazine analogues 6a–e were obtained via a multistep synthesis sequences beginning with the hydroxybenzophenones 1a–e. Hydroxybenzophenones on reaction with ethyl chloroacetate affords ethyl (2-aroylaryloxy)acetates 2a–e which on treatment with hydrazine hydrate yields 2-(2-aroylaryloxy)acetohydrazides 3a–e. Intramolecular cyclization of 3a–e with carbon disulfide affords 5-(2-aroylaryloxy)methyl-1,3,4-oxadiazole-2-(3H)thiones 4a–e, which on treatment with hydrazine hydrate yields 4-amino-5-(2-aroyl aryloxy)methyl-1,2,4-triazole-3-(2H)thiones 5a–e. Condensation of 5a–e with α-halocarbonyl compound results in 3-(2-aroylaryloxy)methyl-6-phenyl-1,2,4-triazolo3,4-b1,3,4 thiadiazine 6a–e analogues. The compounds 4a–e, 5a–e and 6a–e were tested against variety of fungal and bacterial strains in comparison to fluconazole and chloramphenicol, respectively.

Item Type: Article
Uncontrolled Keywords: 1,3,4-Oxadiazole-2-(3H)thiones, 1,2,4-Triazole-3-(2H)thiones, 1,2,4-Triazolo thiadiazines, Synthesis, Antimicrobial activity
Subjects: C Chemical Science > Chemistry
Divisions: Yuvaraj college > Chemistry
Depositing User: manjula User
Date Deposited: 04 Sep 2019 10:03
Last Modified: 19 Dec 2020 06:13
URI: http://eprints.uni-mysore.ac.in/id/eprint/7548

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