METHYL NITROACETATE AND 3-NITROPROPIONATE IN THE SYNTHESIS OF HEXAHYDROPYRIMIDINES AND PIPERIDINES

Authors

  • Р. Р. Шакиров Institute of Organic Chemistry, Ufa Science Center of the Russian Academy of Sciences, Ufa 450054
  • Т. В. Докичев Bashkir State University, Ufa 450074
  • Р. З. Биглова Bashkir State University, Ufa 450074
  • Н. М. Власова Institute of Organic Chemistry, Ufa Science Center of the Russian Academy of Sciences, Ufa 450054
  • Н. З. Байбулатова Institute of Organic Chemistry, Ufa Science Center of the Russian Academy of Sciences, Ufa 450054
  • Р. Ф. Талипов Bashkir State University, Ufa 450074

DOI:

https://doi.org/10.1007/6937

Keywords:

hexahydropyrimidines, 3, 5-dinitropiperidines, methyl nitrocarboxylates, Mannich reaction

Abstract

Treatment of methyl nitroacetate and 3-nitropropionate  with  formaldehyde and primary amines under Mannich reaction conditions gives 5-nitrohexahydropyrimidines. In the case of methyl nitroacetate both the 5-nitrohexahydropyrimidine and isomeric 3,5-di(methoxycarbonyl)-1-methyl-3,5-dinitropiperidines are formed.

How to Cite
Shakirov, R. R.; Dokichev, T. V.; Biglova, R. Z.; Vlasova, N. M.;
Baibulatova, N. Z.; Talipov, R. F.  Chem. Heterocycl. Compd. 2008, 44, 43. [Khim. Geterotsikl. Soedin. 2008, 53.]

For this article in the English edition see DOI 10.1007/s10593-008-0011-y


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Published

2022-08-04

Issue

No. 1 (2008)

Section

Original Papers