It has been discovered experimentally that 5,5,6-trihydroxy-6-methylpyrimidine-2,4-dione is formed on oxidizing 5-hydroxy-6-methyluracil with molecular oxygen in aqueous medium in the presence of copper(II) chloride. Ab initio and DFT calculations on the 6-31G* basis, both in the gas phase and allowing for solvent, showed that the process proceeds with the direct participation of an activated oxygen molecule on the complex CuCl2·(5-hydroxy-6-methyluracil)2.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 586-593, April, 2009.
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Murinov, Y.I., Nugumanov, T.R., Ivanov, S.P. et al. Experimental and quantum-chemical study of the mechanism of oxidation of 5-hydroxy-6-methyl-uracil by molecular oxygen in the presence of copper(II) ions. Chem Heterocycl Comp 45, 461–467 (2009). https://doi.org/10.1007/s10593-009-0286-7
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DOI: https://doi.org/10.1007/s10593-009-0286-7