Synthesis and antibacterial screening of new 4-((5-(difluoromethoxy)-1H-benzo[d]imidazol-2-ylthio)methyl)tetrazolo[1,5-a]quinoline derivatives
✍ Scribed by Swapnil S. Sonar; Sandip A. Sadaphal; Rajkumar U. Pokalwar; Bapurao B. Shingate; Murlidhar S. Shingare
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 87 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.340
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✦ Synopsis
Abstract
magnified image A method for the synthesis of previously unknown heterocyclic systems 4‐((5‐(difluoromethoxy)‐1__H__‐benzo[d]imidazol‐2‐ylthio)methyl)tetrazolo[1,5‐a]quinolines derivatives 6 has been developed based on various substitutes 2‐chloroquinoline‐3‐carbaldehydes 1 via the consecutive steps of conversion into tetrazolo[1,5‐a]quinoline‐4‐carbaldehyde 2 on treatment with sodium azide which upon reduction to the corresponding alcohol derivatives 3, conversion to chlorides 4 with thionyl chloride followed by the coupling with 5‐(difluoromethoxy)‐1__H__‐benzo[d]imidazole‐2‐thiol 5. The synthesized titled compounds (6a, 6b, 6c, 6d, 6e) were screened for the antibacterial activity against gram positive and gram negative bacteria. J. Heterocyclic Chem., (2010).
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## Abstract magnified image Reactions of 3‐chlorobenzo[__b__]thiophene‐2‐carbonyl chloride with 2‐alkyl‐2‐aminopropanamides have been used to prepare a series of carboxamides **1a‐d** (yields 61‐85%). The products were submitted to base‐catalysed ring closure reactions to give the corresponding 4,
## Abstract A simple and convenient method is developed for the synthesis of new O,O‐diethyl O‐(substituted tetrazolo[1,5‐a]quinolin‐4‐yl)methyl phosphorothioates, which has been synthesized for the first time from tetrazolo[1,5‐a] quinolines via tetrazolo[1,5‐a]quinolin‐4‐ylmethanol derivatives. T