Chemistry of Heterocyclic Compounds

, Volume 14, Issue 11, pp 1184–1187 | Cite as

Structure of “furfuramide” and “furfurine”

  • G. D. Varlamov
  • Yu. M. Mamatov
  • A. S. Shashkov


The structures of α,α-bis(furfurylideneimino)silvan (“furfuramide” or N,N'-difurfurylidene-2-furanmethanediamine) and the product of its thermal cyclization 2,4,5-tris (α-furyl)-2-imidazoline (“furfurine”) were confirmed by comparison of the IR, UV, 1H and 13C NMR, and mass spectra. It is shown that acetylation of the latter with acetic anhydride in the case of heating of the reagents without a solvent or in pyridine takes place with opening of the imidazoline ring and leads to the formation of 1,2-bis(α-furyl)-1-acetamido-2-(α-furoylamido)ethane.


Acetic Mass Spectrum Organic Chemistry Pyridine Ethane 
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.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    A. P. Dunlop and F. N. Peters, The Furans, Book Division, Reinhold Publishing Corp., New York (1953), p. 781.Google Scholar
  2. 2.
    L. K. Danilova, USSR Inventor's Certificate No. 215495 (1966); Byull. Izobr., No. 13, 80 (1968).Google Scholar
  3. 3.
    R. Schiff, Ber., 10, 1186 (1877).Google Scholar
  4. 4.
    K. Claus and F. Scherbel, Ber., 18, 3079 (1885).Google Scholar
  5. 5.
    D. Japp and D. Robinson, Ber., 15, 1268 (1882).Google Scholar
  6. 6.
    H. Strain, J. Am. Chem. Soc., 52, 1216 (1930).Google Scholar
  7. 7.
    L. A. Kazitsina and N. B. Kupletskaya, Application of UV, IR, and NMR Spectroscopy in Organic Chemistry [in Russian], Vysshaya Shkola, Moscow (1971), p. 85.Google Scholar
  8. 8.
    R. Elderfield, Heterocyclic Compounds, Vol. 5, Wiley, New York (1957).Google Scholar
  9. 9.
    A. A. Ponomarev, Syntheses and Reactions of Furan Substances [in Russian], Izd. Saratovsk. Univ., Saratov (1960), p. 137.Google Scholar

Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • G. D. Varlamov
    • 1
  • Yu. M. Mamatov
    • 1
  • A. S. Shashkov
    • 1
  1. 1.Fergana Division of Furan CompoundsScientific-Research Institute of PlasticsFergana

Personalised recommendations