Abstract
5-Phenyliodonio-2,4-dihydroxypyrimidine tosylate (I) was obtained from the reaction of uracil with phenyl iodosoacetate in the presence of p-toluenesulfonic acid. Treatment of I with alkali gave 5-phenyliodonio-2,4-dihydroxypyrimidine (II). 5-Phenyliodonio-2,4-dihydroxypyrimidine chloride, bromide, iodide, and fluoborate were obtained. The IR and UV spectra were recorded, and the ionization constants were calculated. The phenyliodonium residue increases the acidity of uracil at N(1) by 3.5 orders of magnitude and at N(3) by two orders of magnitude.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 553–555, April, 1973.
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Karele, B.Y., Kalnin', S.V., Grinberga, I.P. et al. Iodonium derivatives of heterocyclic compounds. Chem Heterocycl Compd 9, 510–512 (1973). https://doi.org/10.1007/BF00471540
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DOI: https://doi.org/10.1007/BF00471540