Synthesis, spectral evaluation and pharmacological screening of some sulfa drugs

Sulfonamides are considered to be biologically active and an important class of pharmaceutical compounds. These constitute an important class of antimicrobials, antidiabetics, anticancer and diuretics. These were the first chemotherapeutic drugs introduced to the world but their rapidly developed resistance decreased their use. In the present work, N-(2/4-substitutedphenyl)-4-(substituted)benzenesulfonamide (3a-d) and N-(tetrahydrofuran-2-ylmethyl)-4-methylbenzenesulfonamide (3e) were synthesized by the reaction of substituted aniline (1a-c) and tetrahydrofuran-2-ylmethanamine (1d) with substituted benzenesulfonyl chloride (2a-d) using 10% aqueous Na2CO3 solution as a reaction medium. In the second step, the synthesized molecules 3a-e were allowed to react different alkyl/aralkyl halides (4a-j) to synthesize the target N-substituted compounds, 5a-z,aa,bb, using lithium hydride as an activator and N,N-dimethylformamide (DMF) as a reaction medium. All the synthesized compounds were characterized by using spectral techniques such as 1H-NMR, IR and EI-MS; and further examined for their anti-bacterial activities.