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Hydroxyethylation of uracil, adenine, and cytosine with ethylene carbonate

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was established that both 1-(2-hydroxyethyl)uracil and 3-(2-hydroxyethyl)-uracil, which are converted to 1, 3-bis (2-hydroxyethyl) uracil, are formed in the first step of the reaction of uracil with ethylene carbonate. The simultaneous formation of 9- (2-hydroxyethyl) adenine and 3- (2-hydroxyethyl) adenine occurs in the reaction of adenine with ethylene carbonate. The only product of hydroxyethylation of cytosine was 1-(2-hydroxyethyl) cytosine. Methods for the analytical separation of the hydroxyethylation products and the preparative isolation of the 1- and 9-hydroxyethyl derivatives are proposed.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 684–689, May, 1978.

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Ustyuzhanin, G.E., Kolomeitseva, V.V. & Tikhomirova-Sidorova, N.S. Hydroxyethylation of uracil, adenine, and cytosine with ethylene carbonate. Chem Heterocycl Compd 14, 562–566 (1978). https://doi.org/10.1007/BF00673345

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  • DOI: https://doi.org/10.1007/BF00673345

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