SYNTHESIS OF 1,2,4,5-TETRASUBSTITUTED IMIDAZOLES IN THE PRESENCE OF 1,4-DIMETHYLPIPERAZINIUMDIHYDROSULFATE CATALYST AND THEIR ANTIMICROBIAL ACTIVITY

1,2,4,5-tetrasubstituted imidazoles were obtained from 9,10-phenanthrenequinone, ammonium acetate, various amines and substituted aromatic aldehydes by four-component reaction method in the presence of ionic type 1,4-dimethylpiperaziniumdihydrosulfate catalyst with the yield of 76.8- 84.6 %. Theoretical effect of the catalyst to the reaction mechanism was given, it was determined that the catalyst activated the carbonyl group of phenanthrenequinone and aldehyde and forms imine compounds as intermediate products. Structure of synthesized compounds was characterized by H-1 and (13) C NMR, IR and UV spectroscopy, elemental composition was studied by elemental analysis. Image of the visible surface of substances were acquired and homogeneity were determined on LUMOS FT-IR Microscope. The antimicrobial activity of the substances was studied against gram-positive bacteria Staphloccocus aureus, gram-negative bacteria Esherichia coli, as well as yeast fungi of the genus Candida Albicans by disk-diffusion method in chloroform. It was founded that the chlorine and azo-group containing 2-(2,4-dichlorophenyl)-1-(4-(phenyldiazenyl)phenyl)-1H-phenanthro[9,10-d]imidazole has been observed to show the highest activity. Except K3, other synthesized substances did not react to E. coli bacteria.