Synthesis of N-Methyl Benzenemethane Sulfonamide Substituted Carbazoles and Pyrazoles

Abstract

Cyclization of 1-(4-hydrazinophenyl)-N-methylmethanesulfonamide hydrochloride (2) with cyclohexanone (3)/N-methyl-4-piperidone (5) afforded the corresponding N-methyl-1-(2,3,4,9-tetrahydro-1H-carbazol-6-yl)methanesulfonamide (4) and N-methyl-1-(2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-8-yl)methane sulfonamide (6). Condensation of compound 2 with substituted aryl b-diketones gave the novel N-methyl-1-[4-(3-methyl-5-phenyl-1H-pyrazol-1-yl)phenyl]methanesulfonamide (8). All the synthesized compounds were characterized by their FT-IR, ¹H NMR and mass spectral data.