Chemistry of Heterocyclic Compounds

, Volume 1, Issue 1, pp 30–32 | Cite as

3, 6-endoxocyclohexanes and -cyclohexenes. XXV. Some reactions of dimethyl 4,5-(1-benzyl-1, 2, 3-triazoline)-3, 6-endoxohexahydrophthalate

  • N. S. Zefirov
  • P. P. Kadzyauskas
  • Yu. K. Yur'ev


The anhydride and dimethyl ester of 4, 5-(1-benzyl-1, 2, 3-triazoline)-3, 6-endohexahydrophthalic acid, having a triazoline ring with an exo-cis configuration, are synthesized by reaction of benzyl azide with the furan-maleic anhydride adduct. Opening of the triazoline ring under the action of hydrochloric and acetic acids takes place with the separation of nitrogen and formation of the chloro and acetoxy derivatives, respectively, unaccompanied by a Wagner-Meerwein type of rearrangement.


Nitrogen Acetic Ester Acetic Acid Organic Chemistry 
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.


  1. 1.
    N. S. Zefirov, G. P. Krutetskaya, L. P. Prikazchikova, Yu. K. Yur'ev, ZhOKh, 35, 1965.Google Scholar
  2. 2.
    Yu. K. Yur'ev, N. S. Zefirov, ZhOKh, 32, 773, 1962.Google Scholar
  3. 3.
    Yu. K. Yur'ev, N. S. Zefirov, ZhOKh, 33, 804, 1963.Google Scholar
  4. 4.
    K. Alder, G. Stein, Ann., 485, 211, 1931.Google Scholar
  5. 5.
    K. Henkel, F. Weygand, Ber., 76, 812, 1943.Google Scholar
  6. 6.
    U. Post, Über einige Reaktionen von Aziden mit der Aktiven Doppelbindung des Bicyclo [1. 2. 2] Hepten Systems, Inaugural-Dissertation, Köln, 1960.Google Scholar
  7. 7.
    Yu. K. Yur'ev, N. S. Zefirov, ZhOKh, 31, 1125, 1961.Google Scholar
  8. 8.
    T. Curtius, G. Ehrhart, Ber., 55, 1559, 1922.Google Scholar

Copyright information

© The Faraday Press, Inc. 1965

Authors and Affiliations

  • N. S. Zefirov
    • 1
  • P. P. Kadzyauskas
    • 1
  • Yu. K. Yur'ev
    • 1
  1. 1.Lomonosov Moscow State UniversityUSSR

Personalised recommendations