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Transformations of methyl 6-methyl-2-methylsulfanyl-4-oxo-3,4-dihydro-3-pyrimidinylacetate under oxidative conditions

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The oxidation of methyl 6-methyl-2-methylsulfanyl-4-oxo-3,4-dihydro-3-pyrimidinylacetate by reagents which oxidized the SMe group to SO2Me gave the products of the further transformation of the corresponding 2-methylsulfonyl-substituted ester obtained: methyl 5,5-dichloro-6-methoxy-6-methyl-2,4-dioxohexahydro-3-pyrimidinylacetate (using Cl2 in 70 or 50% MeOH), its mixture (about 1:10) with methyl 6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinylacetate (Cl2 in 30% MeOH) or only to the latter compound (Cl2 in H2O, m-ClC6H4CO3H in CHCl3, H2O2 in MeOH). The reaction did not take place with NaOCl in DMF.

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  1. Vilnius University, Vilnius, LT-01513, Lithuania

    V. Jakubkiene & P. Vainilavicius

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  1. V. Jakubkiene
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  2. P. Vainilavicius
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 901–905, June, 2006.

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Jakubkiene, V., Vainilavicius, P. Transformations of methyl 6-methyl-2-methylsulfanyl-4-oxo-3,4-dihydro-3-pyrimidinylacetate under oxidative conditions. Chem Heterocycl Compd 42, 788–791 (2006). https://doi.org/10.1007/s10593-006-0162-7

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  • DOI: https://doi.org/10.1007/s10593-006-0162-7

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