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Synthesis and heterocyclization of 2-{[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}pyrimidin-4(3h)-ones

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Abstract

Alkylation of sodium 4(5)-alkyl-6-oxo-1,6-dihydropyrimidine-2-thiolates with 2-bromo-1-(4-bromophenyl)ethan-1-one afforded 2-{[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}pyrimidin-4(3H)-ones. Analogous reaction with sodium 4-trifluoromethyl-6-oxo-1,6-dihydropyrimidine-2-thiolate gave a mixture of 2-{[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}-4-(trifluoromethyl)pyrimidin-4(3H)-one and its intramolecular cyclization product, 3-(4-bromophenyl)-3-hydroxy-7-trifluoromethyl-2,3-dihydro[1,3]thiazolo[3,2-a]-pyrimidin-5-one.

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Authors and Affiliations

  1. South Ural State University, pr. Lenina 76, Chelyabinsk, 454071, Russia

    T. V. Frolova, D. G. Kim, V. V. Sharutin & E. N. Shal’kova

Authors
  1. T. V. Frolova
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  2. D. G. Kim
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  3. V. V. Sharutin
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  4. E. N. Shal’kova
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Corresponding author

Correspondence to T. V. Frolova.

Additional information

Original Russian Text © T.V. Frolova, D.G. Kim, V.V. Sharutin, E.N. Shal’kova, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 1, pp. 103–105.

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Frolova, T.V., Kim, D.G., Sharutin, V.V. et al. Synthesis and heterocyclization of 2-{[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}pyrimidin-4(3h)-ones. Russ J Org Chem 52, 96–98 (2016). https://doi.org/10.1134/S1070428016010188

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  • DOI: https://doi.org/10.1134/S1070428016010188

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