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X-ray diffraction studies of 6-methyl-5-acetyl-4-α-furyl-2-keto-1,2,3,6-tetrahydropyrimidine and 6-methyl-5-acetyl-4-γ-bromophenyl-2-thio-1,2,3,6-tetrahydropyrimidine

  • Structure of Organic Compounds
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Abstract

6-Methyl-5-acetyl-4-α-furyl-2-keto-1,2,3,6-tetrahydropyrimidine (I) and 6-methyl-5-acetyl-4-γ-bromophenyl-2-thio-1,2,3,6-tetrahydropyrimidine (II) are prepared by the modified Biginelli reaction, and their crystal and molecular structures are studied. It is shown that, in crystals I and II, the pyrimidine ring has an amide tautomeric form and adopts a sofa conformation. The IR absorption spectra are analyzed, and the stability of the tautomers of the pyrimidine fragments is evaluated using quantum-chemical calculations.

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Authors and Affiliations

  1. Karpov Research Institute of Physical Chemistry, State Scientific Center, ul. Vorontsovo pole 10, Moscow, 103064, Russia

    V. K. Belsky & A. I. Stash

  2. Russian University of People's Friendship, ul. Miklukho-Maklaya 6, Moscow, 117198, Russia

    O. V. Koval'chukova, S. B. Strashnova, L. S. Shebaldina, B. E. Zaitsev & V. G. Pleshakov

Authors
  1. V. K. Belsky
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  2. A. I. Stash
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  3. O. V. Koval'chukova
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  4. S. B. Strashnova
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  5. L. S. Shebaldina
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  6. B. E. Zaitsev
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  7. V. G. Pleshakov
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__________

Translated from Kristallografiya, Vol. 48, No. 4, 2003, pp. 657–660.

Original Russian Text Copyright © 2003 by Belsky, Stash, Koval'chukova, Strashnova, Shebaldina, Za\(\overset{\lower0.5em\hbox{$\smash{\scriptscriptstyle\smile}$}}{l} \)tsev, Pleshakov.

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Belsky, V.K., Stash, A.I., Koval'chukova, O.V. et al. X-ray diffraction studies of 6-methyl-5-acetyl-4-α-furyl-2-keto-1,2,3,6-tetrahydropyrimidine and 6-methyl-5-acetyl-4-γ-bromophenyl-2-thio-1,2,3,6-tetrahydropyrimidine. Crystallogr. Rep. 48, 606–609 (2003). https://doi.org/10.1134/1.1595187

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  • DOI: https://doi.org/10.1134/1.1595187

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