Microwave-assisted synthesis of N-alkylated benzotriazole derivatives: Antimicrobial studies

Synthesis and characterization of N-alkylated benzotriazole derivatives 2(a-g) bearing pharmaceutically important bioactive substituents and their antimicrobial studies in vitro are described. The syntheses of the compounds were achieved by N-alkylation of the benzotriazole with different bioactive alkyl halides in presence of powdered K₂CO₃ in DMF solution and by microwave irradiation method with good yield compared to conventional method. The crystal structure analysis shows that compound 4′-benzotriazol-1-yl-methyl-biphenyl-2-carbonitrile 2a crystallizes in the space group P1 with cell parameters a = 8.526 (3) Å, b = 12.706 (3) Å, c = 7.966 (2) Å, α = 100.89 (2)°, β = 101.63 (3)°, γ = 102.20(2)°, Volume = 801.7(4) ų, Z = 2 and the final R factor is 0.0559 for 6130 reflections with 218 parameters and zero restraint. This structure exhibits intermolecular hydrogen bonding. Compounds 2e, 2a showed significant antimicrobial activity.