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Information × Registration Number 0225U000188, (0124U000206) , R & D reports Title 2-(2Н-Azirin-2-іl)-pyrimidin-4(3Н)-оnes. Synthesis and properties. popup.stage_title Синтез вихідних та проміжних речовин. Head Yavolovskyi Arkadii O., Доктор хімічних наук Registration Date 07-01-2025 Organization Physico-Chemical Institute O. Bogatsky National Academy of Sciences of Ukraine popup.description1 The aim of planned research is development of methods for synthesis 2-(2H-azirin-2-yl)-pyrimidines and study their main properties. Compounds 2H-azirin class belong to biologically active substances of natural origin with high antibacterial, fungicidal, and cytotoxic activity. The main idea of research is to obtain 2 (2H-azirin-2-yl)-pyrimidines by cyclization of 2-(2-hydroxyimino-2-arylethyl)pyrimidin-4(3H)-ones. Available derivatives of 2-(2-oxo-2-arylethylidene)-2,3-dihydro-1H-pyrimidin-4-ones are expected to be used as starting reagents. popup.description2 The objects of research are 2H-azirines, 2-(2-oxo-2-arylethylsulfanyl)-pyrimidin-4(3H)-ones, 2-(2-hydroxyimino-2-phenylethyl)-6-R-pyrimidin-4(3H)-ones. The aim of the work is to develop effective methods for the synthesis of 2-(2-hydroxyimino-2-phenylethyl)-6-R-pyrimidin-4(3H)-ones as starting materials for the preparation of new 2H-azirine derivatives. Research methods and equipment: PMR spectroscopy (Varian WXP-500), mass spectrometry (MX 1321), TLC. A preparative method for the synthesis of a number of 2-(2-hydroxyimino-2-phenylethyl)-6-R-pyrimidin-4(3H)-ones by condensation of 2-(2-oxo-2-arylethylsulfanyl)-pyrimidin-4(3H)-ones with hydroxylamine in pyridine, as well as in methanol in the presence of sodium acetate, has been developed. It has been established that the reaction of 2-(2-oxo-2-arylethylidene)-2,3-dihydropyrimidin-4(1H)-ones with H2NOH is significantly influenced by the nature of the substituent at position "6" of the pyrimidine ring. With the electron-donating nature of the substituent (R=Me), in addition to the target substances, the formation of a product of the destruction of the pyrimidine cycle, namely 5-amino-3-phenyl-1,2-oxazole, was recorded. The structure of the newly obtained compounds was established using 1H NMR spectroscopy and mass spectrometry. A potential area of use for the synthesized and studied materials is chemical, pharmaceutical, and biomedical monitoring   Product Description popup.authors Ivanov Yurii E. Hryshchuk Lidiia V. Pluzhnyk-Hladyr Serhii M. Stepanov Dmytro Ye. Yavolovskyi Arkadii O. popup.nrat_date 2025-01-07 Close