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Synthetic N-Aralkylated-N-(2,4-dimethylphenyl)benzenesulfonamides: As Potent Anti-Bacterial Agents.
- Source :
- Journal of the Chemical Society of Pakistan; Dec2016, Vol. 38 Issue 6, p1151-1158, 8p
- Publication Year :
- 2016
-
Abstract
- The current research effort embodies the assessment of anti-bacterial potential of some N-substituted sulfonamides. The synthetic methodology was triggered by reaction of 2,4- dimethylaniline (1) with benzenesulfonyl chloride (2) at pH 9-10 in aqueous sodium carbonate (10 %) to generate N-(2,4-dimethylphenyl)benzenesulfonamide (3) which was further treated with different aralkylated halides (4a-e) in polar aprotic medium; N, N-dimethylformamide (DMF) and lithium hydride (LiH) which acts as base under stirring at room temperature for 3 hours to afford Naralkylated- N-(2,4-dimethylphenyl)benzenesulfonamides (5a-e). The proposed structures of sulfonamides were explicated via contemporary spectral methods e.g. IR, 1H-NMR, <superscript>13</superscript>C -NMR and EIMS. Moreover, they were analyzed against different Gram (-) and (+) bacterial strains to unravel their inhibitory potential. The amalgamation of sulfonamide moiety with different aralkyl halides resulted in good anti-bacterial activity compared to standard; Ciprofloxacin. N-2-bromobenzyl-N- (2,4-dimethylphenyl)benzenesulfonamide (5d) and N-2-phenylpropyl-N-(2,4- dimethylphenyl)benzenesulfonamide (5b) contributed significantly which may be attributed to the successful and fruitful N-insertion of 2-bromobenzyl and 2-phenylpropyl moieties on parent sulfonamide. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 02535106
- Volume :
- 38
- Issue :
- 6
- Database :
- Complementary Index
- Journal :
- Journal of the Chemical Society of Pakistan
- Publication Type :
- Academic Journal
- Accession number :
- 121111051