| Abstract [eng] |
The thiazole heterocyclic system has a wide range of biological activities, which is why the drugs developed on its basis are used in the treatment of various diseases. The main objective of this work was to synthesize new potentially biologically active thiazole derivatives containing beta-alanine, aromatic and 4-phenylaminophenyl moieties and to discuss the antimicrobial activity of the obtained compounds. N-(4-phenylaminephenyl)-N-thiocarbamoyl-β-alanine was synthesized and its condensation reactions with alfa-haloketone compounds were investigated. The structure of the synthesized compounds was confirmed by IR, NMR spectroscopic methods and elemental analysis data. Condensation of thiourea acid with alfa-haloketone compounds has been found to form thiazole heterocycle-containing compounds. Methyl 3-((4-(4-chlorophenyl) thiazol-2-yl)(4-(phenylamino) phenyl)amino)propanoate under the action of hydrazine hydrate is readily converted to acid hydrazide. The chemical properties of the obtained hydrazide were investigated, and it was found that 3-((4-(4-chlorophenyl)thiazol-2-yl)(4-(phenylamino)phenyl)amino)propanehydrazide with aromatic and heterocyclic aldehydes formed the corresponding compounds with hydrazone structure, and with diketones − 2,4-pentanedione and 2,5-hexanedione give compounds having pyrazole and pyrrole ring moieties, respectively. Condensation of 3-((4-(4-chlorophenyl)thiazol-2-yl)(4-(phenylamino)phenyl)amino)propanehydrazide with phenyl isothiocyanate gives N-phenyl hydrazine carbothioamide, which is readily cyclized to the triazole derivative in a weakly alkaline environment. |
