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Chemistry of Heterocyclic Compounds

, Volume 26, Issue 5, pp 578–581 | Cite as

Heteroadamantanes and their derivatives. 12. Synthesis of 1,3,6-triazahomoadamantane — A new heterocyclic system

  • A. I. Kuznetsov
  • V. A. Kosmakov
  • A. S. Moskovkii
Article

Abstract

8-Nitro-1,3,6-triazahomoadamantane was obtained by the condensation of nitromethane with an equimolar mixture of 1,4,6,9-tetraazatricyclo[4.4.1.14.9]dodecane and hexamethylenetetramine. By reducing it with hydrazine hydrate in the presence of Raney nickel, 8-amino-1,3,6-triazahomoadamantane was synthesized. This was converted to 8-bromo-1,3,6-triazahomoadamantane by the action of sodium nitrite in hydrobromic acid. The 1,3,6-triazahomoadamantane was obtained by reduction of the bromo derivative with hydrazine hydrate in the presence of Raney nickel. The structures of the compounds synthesized were confirmed by PMR and mass spectroscopy.

Keywords

Sodium Spectroscopy Nickel Mass Spectroscopy Hydrate 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • A. I. Kuznetsov
    • 1
  • V. A. Kosmakov
    • 1
  • A. S. Moskovkii
    • 1
  1. 1.M. V. Lomonosov Moscow Institute of Fine Chemical TechnologyMoscow

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