Synthesis, Characterisation and Evaluation for Antibacterial Activities of N–Pyridin–2–Yl Substituted–P–Toluene Sulphonamoyl Ethanamides

Ugwu David I; Okoro Uchechukwu C

Volume : III, Issue : IX, September - 2014

Synthesis, Characterisation and Evaluation for Antibacterial Activities of N–Pyridin–2–Yl Substituted–P–Toluene Sulphonamoyl Ethanamides

Ugwu David I, Okoro Uchechukwu C

Abstract :

Synthesis of N–pyridin–2–yl–p–totuene sulphonamides 6a–e is reported. This was achieved by first reacting p–toluene sulphonyl chloride 1 with various amino acids in basic medium to afford the p–toluene sulphamides 3a–e. p–Toluene sulphonamides upon refluxing with thionyl chloride were converted to the corresponding acyl chlorides 4a–e which on further reaction with 2–amino pyridine 5 in basic medium of triethylamine gave the N–pyridin–2–yl–p–toluene sulphonamides 6a–e. The structures of the synthesized compounds were confirmed using Fourier transform infrared (FT–IR), proton and carbon–13 Nuclear Magnetic Resonance (1HNMR and 13CNMR). The antimicrobial properties of the sulphonamides were determined on Bacillus subtilis, Bacillus cereus, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and Klebsiella pneumoniae using agar diffusion technique. The intermediates 3a–e and the N–pyridin–2–yl derivatives 6a–e were found to be more active than tetracycline against the tested organisms.