Synthesis And Antibacterial Activity Of The New N-pyridine Carbazole Compounds

Heterocyclic compounds is an important material of synthetic drugs. Carbazole ring andpyridine rings have some physiological activity,This experiment synthesizes the newN-pyridine carbazole compounds which combine the pyridine ring and the carbazole ringtogether. The biological activity of single compounds would like to be greatly improved, It’spossible to be good drug intermediates. We synthesized 9-(3-pyridylmethyl) carbazole,3,6-dibromo-9- (3-pyridylmethyl)carbazole and 3,6-diochloro-9-(3-pyridylmethyl) carbazolein this paper. Structure of the product were characterized in IR, NMR and elementalanalysis,The antimicrobial activity of these new N-pyridine carbazole compounds weretested.9-(3-pyridylmethyl) carbazole was obtained by N-alkylation of carbazole and 3-(chloromethyl) pyridine hydrochloride as the raw materials.The better technologicalconditions is obtained, i.e. the molar ratio of carbazole to 3-(chloromethyl) pyridinehydrochloride is 2:3, the temperature is 35℃, the reaction time is 12 hours, the solvent is30mL,the yield is 73.5%.3,6-diochloro carbazole was obtained by the the method of NCS, the yield was 80.2%.3,6-diochloro-9-(3-pyridylmethyl) carbazole was obtained by N-alkylation of 3,6-diochloro-carbazole and 3-(chloromethyl) pyridine hydrochloride as the raw materials. The bettertechnological conditions was obtained by orthogonal, i.e. the molar ratio of 3,6-diochlorocarbazole to 3-(chloromethyl) pyridine hydrochloride is 1:2,the temperature is 20℃,thereaction time is 16 hours, the solvent is 30mL. The yield is 71.5%.3,6-dibromo-carbazole was obtained by the method of NBS, and the yield was 69.4%.3,6-dibromo-9-(3-pyridylmethyl)carbazole was obtained by N-alkylation of 3,6-diobromo-carbazole and 3-(chloromethyl) pyridine hydrochloride as the raw materials. The better technological conditions is obtained by orthogonal, i.e. the molar ratio of 3,6-diochlomocarbazole to 3-(chloromethyl) pyridine hydrochloride is 1:2,the temperature is 20℃,thereaction time is 14 hours, the solvent is 30mL. The yield is 70.9%.The results of antibacterial activities of three new N-pyridyl-methyl carbazole compoundsindicate that 3,6-dibroro-9-(3-pyridylmethyl)carbazole has almost antibacterial activity,and3,6-dibromo-9-(3-pyridylmethyl)carbazole has weak antibac-terial activity,and 9-(3-pyridylmethyl)carbazole has better antibacterial activity which minimum inhibitory concentration(MIC) is 0.10 mg/mL.