Studies On The Synthesis And Antibiotic Activity Of The New N-Imidazole Carbazole Compounds

Carbazole ring and imidazole ring belong to the ring systems that exhibit good physiological activities, carbazole compounds which was been modified by imidazole heterocyclic compounds are conceivable to obtain the potential drugs and pharmaceutical intermediates with excellent antibacterial activity. Two novel N-imidazole carbazole compounds, 3,6-dichloro-9-((2-methyl-1H-imidazole-1-yl)ethyl)-9H-carbazole and 9-((2 -methyl-1H-imidazole-1-yl)ethyl)-9H-carbazole, were synthesized in this paper. The chemical structures were confirmed by IR spectra and 1HNMR. In addition, their antibacterial activity were studied.1-(2-chloroethyl)-2-methylimidazole was synthesized from 2-methylimidazole and 1,2-dichloroethane. The optimum synthesis technology had been obtained by orthogonal experiment. The molar ratio of 1,2-dichloroethane to 2-methylimidazole was 1:1.2, the temperature was maintained at 70℃, the reaction time was 9 hours and the usage of solvent is 15mL, the best yield of the product could reach 43.2% under this craft condition. Then 9-((2-methyl-1H-imidazole-1-yl)ethyl)-9H-carbazole was synthesized from carbazole and 1-(2-chloroethyl)-2-methylimidazole. The optimum synthesis technology had been obtained by orthogonal experiment. The molar ratio of carbazole to 1-(2-chloroethyl) -2-methylimidazole was 1:1.5, the temperature was maintained at 15℃, the reaction time was 6 hours and the usage of solvent is 40mL, the best the yield of the product could reach 71.12%.3,6-dichloro-9-((2-methyl-1H-imidazole-1-yl)ethyl)-9H-carbazole was synthesized from 3,6-dichloro carbazole and 1-(2-chloroethyl)-2-ethyl imidazole. The optimum synthesis technology had been obtained by orthogonal experiment. The molar ratio of 3,6-dichloro carbazole to 1-(2-chloroethyl)-2-ethyl imidazole is 1:1.5, the temperature was maintained at 20℃, the reaction time was 6.5 hours and the usage of solvent is 45mL, the best yield of the structure could reach 73.52% under this craft condition..The results of antibacterial activities of two new N-imidazole carbazole compounds to colon bacillus indicate that 3,6-dichloro-9-((2-methyl-1H-imidazole-1-yl)ethyl) -9H-carbazole has no antibacterial activity and 9-((2-methyl-1H-imidazole-1-yl)ethyl) -9H-carbazole has better antibacterial activity which minimum inhibitory concentration(MIC) is 0.15mg/mL.