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Aminolysis of 6-[1-(2,6-difluorophenyl)cyclopropyl]-5-methyl-2-(nitroamino)pyrimidin-4(3H)-one

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Abstract

The aminolysis of 6-[1-(2,6-difluorophenyl)cyclopropyl]-5-methyl-2-(nitroamino)pyrimidin-4(3H)-one with various amines in butan-1-ol and under solvent-free conditions is successful when the amino group in the reagent is sterically unshielded and the reaction medium is characterized by a high dielectric permittivity. Reactions of the title compound with sterically shielded amines are accompanied by alcoholysis where the amine acts as a base catalyst.

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Authors and Affiliations

  1. Volgograd State Technical University, pr. imeni Lenina 28, Volgograd, 400005, Russia

    I. A. Novakov, L. L. Brunilina, A. A. Vernigora, I. A. Kirillov, A. S. Mkrtchyan, M. B. Navrotskii, D. S. Sheikin & A. S. Yablokov

  2. ”Pharm-Sintez” Closed Corporation, 2-ya Kabel’naya ul. 2 bld. 46, Moscow, 111024, Russia

    E. A. Ruchko

  3. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991, Russia

    V. V. Kachala

Authors
  1. I. A. Novakov
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  2. L. L. Brunilina
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  3. A. A. Vernigora
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  4. I. A. Kirillov
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  5. A. S. Mkrtchyan
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  6. M. B. Navrotskii
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  7. D. S. Sheikin
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  8. A. S. Yablokov
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  9. E. A. Ruchko
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  10. V. V. Kachala
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Corresponding author

Correspondence to L. L. Brunilina.

Additional information

Original Russian Text © I.A. Novakov, L.L. Brunilina, A.A. Vernigora, I.A. Kirillov, A.S. Mkrtchyan, M.B. Navrotskii, D.S. Sheikin, A.S. Yablokov, E.A. Ruchko, V.V. Kachala, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 12, pp. 1808–1815.

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Novakov, I.A., Brunilina, L.L., Vernigora, A.A. et al. Aminolysis of 6-[1-(2,6-difluorophenyl)cyclopropyl]-5-methyl-2-(nitroamino)pyrimidin-4(3H)-one. Russ J Org Chem 53, 1844–1850 (2017). https://doi.org/10.1134/S1070428017120107

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  • DOI: https://doi.org/10.1134/S1070428017120107

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