Gaponov A. Derivatives of 2,3-dihydro-1H-1,5-benzodiazepinones-2 and their thioanalogues. Synthesis and properties

The objects is synthesis and chemical properties of new derivatives of the 2,3-dihydro-1H-1,5-benzodiazepinones-2 and their thioanalogues. The purpose of work - development of the methods of synthesis of new practically useful derivatives of the 1,5-benzodiazepines. Меthods - organic synthesis, IR-, UV- and NMR 1H spectroscopy, mass-spectrometry, TL chromatography, X-ray and elementary analysis. Results - it is shown, that acylation of 1,5-benzodiazepinones-2 and their thioanalogues results in formation of either products of O-, С- or S-acylation. The relationship between the alkylation course and character of substrate has been established. The synthesis of a 4-styryl derivatives and iodides of quaternary salts has been carried out. On the basis of quantum-chemical calculations possible mechanisms of hydrazinolysis of 1,5-benzodiazepinones-2 and their thioanalogues has been proposed for the first time. High activity of 1-methyl-1,5-benzodiazepinones-2 has been found at the study of biological activity of the synthesized compounds. The substances showing considerable neurotropic, fungicydic and akarycydic activity are found. Area of application - organic chemistry.