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Synthesis of thietanyl-substituted pyrimidine-2,4(1H,3H)-dions

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Abstract

Reactions of 6-methylpyrimidine-2,4(1H,3H)-dione or 5-hydroxy-6-methyl-pyrimidine-2,4(1H,3H)-dione with 2-chloromethylthiirane afforded the corresponding substituted 1-(thietan-3-yl)pyrimidine-2,4(1H,3H)-diones. The calculations in the framework of approximations PBE/3z, B3LYP/6-31G++(d,p) and MP2/6-31G++(d,p) showed that the alkylation occurred at the atom N1 of the pyrimidine ring.

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Authors and Affiliations

  1. Bashkortostan State Medical University, Ufa, Russia

    V. A. Kataev & S. A. Meshcheryakova

  2. Ufa State Aviation Technical University, Ufa, 450000, Russia

    V. V. Lazarev & V. V. Kuznetsov

  3. Ufa State Petroleum Technological University, Ufa, Russia

    V. V. Kuznetsov

Authors
  1. V. A. Kataev
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  2. S. A. Meshcheryakova
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  3. V. V. Lazarev
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  4. V. V. Kuznetsov
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Correspondence to V. V. Kuznetsov.

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Original English Text © V.A. Kataev, S.A. Meshcheryakova, V.V. Lazarev, V.V. Kuznetsov, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 5, pp. 760–762.

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Kataev, V.A., Meshcheryakova, S.A., Lazarev, V.V. et al. Synthesis of thietanyl-substituted pyrimidine-2,4(1H,3H)-dions. Russ J Org Chem 49, 743–745 (2013). https://doi.org/10.1134/S1070428013050199

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  • DOI: https://doi.org/10.1134/S1070428013050199

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