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Russian Journal of Organic Chemistry

, Volume 54, Issue 8, pp 1205–1212 | Cite as

Nitration of 3-Methylaceperidazines with a Large Excess of Fuming Nitric Acid

  • N. I. Omelichkin
  • L. G. Minyaeva
  • A. A. Milov
  • L. G. Kuz’mina
  • V. V. Mezheritskii
Article

Abstract

Nitration of N-acetyl-3-methylaceperidazine with a 2–3-fold excess of nitric acid (d 1.36, 1.48) in glacial acetic acid results in the exclusive formation of mono- and dinitroderivatives. The nitration of 3-methylaceperidazine and its N-alkyl- and N-acetyl-substituted derivatives with a 6–9-fold excess of fuming nitric acid (d 1.54) in the same conditions results in the formation of both the expected products of mono- and dinitration and a product of the electrophilic addition of nitric acid to a double bond of acenaphthene scaffold of the molecule of nitration product.

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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • N. I. Omelichkin
    • 1
  • L. G. Minyaeva
    • 1
  • A. A. Milov
    • 2
  • L. G. Kuz’mina
    • 3
  • V. V. Mezheritskii
    • 1
  1. 1.Research Institute of Physical and Organic ChemistrySouthern Federal UniversityRostov-on-DonRussia
  2. 2.Southern Scientific Center of the Russian Academy of SciencesRostov-on-DonRussia
  3. 3.Institute of General and Inorganic Chemistry of the Russian Academy of SciencesMoscowRussia

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