TRANSFORMATIONS OF METHYL 6-METHYL-2-METHYLSULFANYL-4-OXO-3,4-DIHYDRO-3-PYRIMIDINYLACETATE UNDER OXIDATIVE CONDITIONS
DOI:
https://doi.org/10.1007/7956Keywords:
methyl 6-methyl-2-methylsulfanyl-4-oxo-3, 4-dihydro-3-pyrimidinylacetate, methyl 5, 5-dichloro-6-methoxy-6-methyl-2, 4-dioxohexahydro-3-pyrimidinylacetate, methyl 6-methyl-2, 4-dioxo-1, 2, 3, 4-tetrahydro-3-pyrimidinylacetateAbstract
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.How to Cite
Jakubkiene, V.; Vainilavicius, P. Chem. Heterocycl. Compd. 2006, 42, 788. [Khim. Geterotsikl. Soedin. 2006, 901.]
For this article in the English edition see DOI 10.1007/s10593-006-0162-7
