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Synthesis and antimicrobial activity of 2‐substituted‐2,3‐dihydro‐5‐propoxy‐1 H ‐1,3,2‐benzodiazaphosphole 2‐Oxides
Author(s) -
Venugopal M.,
Reddy B. Sankar,
Reddy C. Devendranath,
Berlin K. D.
Publication year - 2001
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.5570380141
Subject(s) - chemistry , triethylamine , antimicrobial , aspergillus niger , bacillus subtilis , antifungal , aryl , escherichia coli , medicinal chemistry , proton nmr , antibacterial activity , organic chemistry , bacteria , microbiology and biotechnology , biochemistry , alkyl , biology , gene , genetics
Several 2‐alkylcarbamato/thiocarbamato/aryloxy/trichloromethyl‐2,3‐dihydro‐5‐propoxy‐1 H ‐1,3,2‐benzodiazaphosphole 2‐oxides ( 4 and 6 ) were synthesised by reacting 4‐propoxy‐ o ‐phenylenediamine ( 1 ) with various N ‐dichlorophosphinyl carbamates ( 3 ), aryl phosphorodichloridates ( 5a‐f ) and trichloromethyl phosphonic dichloride ( 5g ) in the presence of triethylamine at 45‐65 °C. Their ir, 1 H, 13 C, 31 P nmr and mass spectral data are discussed. The compounds were screened for antifungal activity against Curvularia lunata and Aspergillus niger and for antibacterial activity against Bacillus subtilis and Escherichia coli. Most of these compounds exhibited moderate activity in the assays.