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The specific character of the reaction of derivatives of 2-thioxo-2,3-dihydropyrimidin-4(1H)-one with iodomethane and alkyl chloromethyl sulfides

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Chemistry of Heterocyclic Compounds Aims and scope

The alkylation of 5-alkyl-6-(2,6-dihalobenzyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-ones with MeI, AllSCH2Cl, and MeSCH2Cl in the K2CO3–DMF, NaOMe–MeOH, and KOH–EtOH systems was investigated. A hypothetical mechanism for the reaction is examined, and an explanation is proposed for the composition of the reaction products. The presence of high anti-HIV-1 activity was established in the obtained derivatives of 2-{[(allylsulfanyl)methyl]sulfanyl}pyrimidin-4(3H)-one.

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Correspondence to M. B. Nawrozkij.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 248–254, February, 2010.

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Novakov, I.A., Orlinson, B.S., Nawrozkij, M.B. et al. The specific character of the reaction of derivatives of 2-thioxo-2,3-dihydropyrimidin-4(1H)-one with iodomethane and alkyl chloromethyl sulfides. Chem Heterocycl Comp 46, 200–205 (2010). https://doi.org/10.1007/s10593-010-0492-3

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  • DOI: https://doi.org/10.1007/s10593-010-0492-3

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