Different methods for the synthesis of N-mono- and N,N-dialkylated imidazole derivatives represent certain interest not only for organic chemistry, but also for medicine. N-alkylated imidazoles are the basis of drugs with antibacterial and antifungal activities. This allows us to consider them as efficient synthons for the synthesis of modern medicines. The quaternary imidazolium salts are applied as anticorrosive substances in petroleum industry due to their antibacterial activity against sulfur bacteria. The introduction of (adamantoyl-1)methyl group with high lipophilicity to the composition of imidazole derivatives contributes in some cases to increasing their bactericidal effect. In this paper, N-mono- and N,N-dialkylation of imidazole derivatives was carried out by using (adamantyl-1)bromomethylketone. The newly obtained compounds were identified using 1H NMR and IR spectroscopy, and its homogeneity by TLC. In addition, the counter synthesis was conducted with previously obtained N-adamantoylmethylimidazoles to define the structure of quaternary salts. The experimental results demonstrated identical of 1,3-bis[(adamantoyl-1)methyl]imidazolium bromides which were received in two various ways. To determine antibacterial activity of received substances we were examined its influence on E.Coli cells. DMSO was used as a comparison control. The experiment was carried out in MPA medium. The disc-diffusion method was selected as a test of the antibiotic sensitivity of bacteria.
