Chemistry of Heterocyclic Compounds

, Volume 16, Issue 11, pp 1171–1175 | Cite as

Synthesis of analogs of 5(4)-aminoimidazole-4(5)-carboxamide and purines. 9. peculiarities of the reaction of 5(4)-aminoimidazole-4(5)-carboxhydrazide with nitrous acid and of 5-diazoimidazole-4-carboxazide with amines

  • V. S. Mokrushin
  • I. S. Selezneva
  • V. I. Nifontov
  • Z. V. Pushkareva


The reaction of 5(4)-aminoimidazole-4(5)-carboxhydrazide with nitrous acid was investigated. A mixture of four compounds, viz., 5-diazoimidazole-4-carboxazide, 5-diazoimidazole-4-carboxylic acid, 5(4)-aminoimidazole-4(5)-carboxazide, and 2-azahypoxanthine, is formed under all of the investigated conditions, 5(4)-Azidoimidazole-4(5)-carboxamide derivatives were obtained in the reaction of diazoimidazole-carboxazide with various amines in protic and aprotic solvents. 5-N-(Piperidyl)-azoimidazole-4-carboxazide was isolated only in the reaction with piperidine in an aqueous medium.


Organic Chemistry Nitrous Acid Aqueous Medium Purine Piperidine 
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Copyright information

© Plenum Publishing Corporation 1981

Authors and Affiliations

  • V. S. Mokrushin
    • 1
  • I. S. Selezneva
    • 1
  • V. I. Nifontov
    • 1
  • Z. V. Pushkareva
    • 1
  1. 1.S. M. Kirov Ural Polytechnic InstituteSverdlovsk

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