Kulyk O. Functionalisation of pyrimidin-2(1H)-one and [1,2,4]triazolo[1,5-а]pyrimidine dihydroderivatives

Objects of investigation: synthesis and spectral properties of pyrimidin-2(1H)-one and [1,2,4]triazolo[1,5-а]pyrimidine dihydroderivatives. The aim of the research: synthesis of pyrimidin-2(1H)-one and [1,2,4]triazolo[1,5-а]pyrimidine dihydroderivatives with the further study of their chemical properties. Methods: organic synthesis, TLC, spectroscopy of NMR, IR and mass, elemental analysis, MS-GC. Theoretical and practical results: a systematic study of synthesis and chemical properties of 4-alkyl-3,4-dihydropyrimidin-2(1H)-one derivatives was performed. It was shown, that the activity of acetyl group in 4-alkyl-5-acetyl-3,4-dihydropyrimidin-2(1H) ones and 6 acetyl-4,7-dihydro-[1,2,4]triazolo[1,5 а]pyrimidines increased in the presence of the substituents in positions 1 and 4, respectively. The developed approaches to the synthesis of 1-unsubstituted 5-cinnamoyl-3,4 dihydropyrimidin-2(1H) ones allow to design the molecules of 3,4-dihydropyrimidine-2-(1H)-ones, containing the desired substituent in position 5 and in the position 1 - a hydrogen atom. It is established, that deacylation of 5-acetyl-3,4-dihydropyrimidin-2(1H) ones leads to the formation of 1,3-С,С-bis-nucleophiles, which can be the basis for the synthesis of 6- and 7-substituted, and annular analogs.