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Synthesis and antibacterial screening of new 4‐((5‐(difluoromethoxy)‐1 H ‐benzo[d]imidazol‐2‐ylthio)methyl)tetrazolo[1,5‐a]quinoline derivatives
Author(s) -
Sonar Swapnil S.,
Sadaphal Sandip A.,
Pokalwar Rajkumar U.,
Shingate Bapurao B.,
Shingare Murlidhar S.
Publication year - 2010
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.340
Subject(s) - chemistry , thionyl chloride , quinoline , sodium azide , medicinal chemistry , imidazole , antibacterial activity , stereochemistry , combinatorial chemistry , organic chemistry , chloride , bacteria , biology , genetics
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).