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Chemistry of Heterocyclic Compounds

, Volume 10, Issue 3, pp 290–295 | Cite as

Some peculiarities of the cyclization of N-polynitroalkyl-N-nitrosoaminoacetic acids and their nitriles to sydnones and sydnonimines

  • A. L. Fridman
  • F. M. Mukhametshin
  • V. S. Zalesov
  • S. S. Novikov
Article
  • 32 Downloads

Abstract

The cyclization of N-polynitroalkyl-N-nitrosoaminoacetic acids to sydnones occurs only under the influence of trifluoroacetic anhydride. Closing to a sydnonimine ring does not occur in the case of N-(2,2,2-trinitroethyl)-N-nitrosoaminoacetonitrile, but N-(2,2,2-trinitroethyl)-N-nitrosoiminoacetic acid imino ester is formed. Removal of the nitro groups in the γ position relative to the nitrosoamino group leads to normal occurrence of the reaction to give polynitroalkylsydnonimines.

Keywords

Ester Organic Chemistry Nitrile Anhydride Nitro Group 
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 1975

Authors and Affiliations

  • A. L. Fridman
    • 1
  • F. M. Mukhametshin
    • 1
  • V. S. Zalesov
    • 1
  • S. S. Novikov
    • 1
  1. 1.Perm State Pharmaceutical Institute. N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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