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Heterocyclization of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: X. 1-Chloroalkyl isocyanates in the synthesis of new 5-aroyldihydropyrimidines

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Abstract

Reactions of 1-chlorobenzyl isocyanates with N,S-aroylketene acetals depending on the conditions provide either 5-aroyl-6-methylsulfanyl-3,4-dihyropyrimidin-2(1H)-ones or 5-aroyldihyropyrimidine-2,4(1H,3H)-diones. 1-Aryl-2,2,2-trifluoro-1-chloroethyl isocyanates in a similar condensation gave 5-aroyl-6-methylsulfanyl-2-trifluoromethyl-2,3-dihyropyrimidin-4(1H)-ones.

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Authors and Affiliations

  1. Fed’kovich Chernovitsy National University, Chernovitsy, Ukraine

    O. V. Kushnir

  2. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, 02094, Ukraine

    V. A. Sukach & M. V. Vovk

Authors
  1. O. V. Kushnir
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  2. V. A. Sukach
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  3. M. V. Vovk
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Correspondence to M. V. Vovk.

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Original Russian Text © O.V. Kushnir, V.A. Sukach, M.V. Vovk, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 768–774.

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Kushnir, O.V., Sukach, V.A. & Vovk, M.V. Heterocyclization of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: X. 1-Chloroalkyl isocyanates in the synthesis of new 5-aroyldihydropyrimidines. Russ J Org Chem 45, 755–761 (2009). https://doi.org/10.1134/S1070428009050182

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  • DOI: https://doi.org/10.1134/S1070428009050182

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