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Solvation effects in the methylation of barbituric acid and its derivatives by diazomethane

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Methylation of barbituric acid and its N-methylderivatives by diazomethane in ethers and methanol occurs only at the oxygen atom of the Β-dicarbonyl fragment. The resulting 6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine and its derivatives are methylated at both the oxygen and nitrogen atoms; relative to ethers, methanol facilitates a greater degree of methylation at the nitrogen atom.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1523–1526, November, 1987.

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Krasnov, K.A., Slesarev, V.I., Zakharov, A.P. et al. Solvation effects in the methylation of barbituric acid and its derivatives by diazomethane. Chem Heterocycl Compd 23, 1218–1221 (1987). https://doi.org/10.1007/BF00479373

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  • DOI: https://doi.org/10.1007/BF00479373

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