Russian Chemical Bulletin

, Volume 46, Issue 3, pp 592–594 | Cite as

Reactions of 1-aryl-2-bromodiazene 1-oxides with acids and bases

  • A. Yu. Tyurin
  • A. M. Churakov
  • S. L. Ioffe
  • Yu. A. Strelenko
  • V. A. Tartakovsky
Brief Communications


The reactions of 1-aryl-2-bromodiazene 1-oxides with HCl in nonaqueous media give aryldiazonium chlorides, while 1,3,3-substituted triazenes-1 are formed in the reactions with secondary amines. Using 2-{15N} label, it was shown that the aryl group does not migrate in these reactions.

Key words

1-aryl-2-bromodiazene 1-oxides diazonium salts triazenes 15N NMR spectroscopy 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    A. M. Churakov, A. Yu. Tyurin, E. L. Goncharova, S. L. Ioffe, Yu. A. Strelenko, and V. A. Tartakovskii,Izv. Akad. Nauk, Ser. Khim., 1995, 917 [Russ. Chem. Bull., 1995,44, 890 (Engl. Transl.)].Google Scholar
  2. 2.
    W. V. Farrar and J. M. Gulland,J. Chem. Soc., 1944,8, 368.CrossRefGoogle Scholar
  3. 3.
    P. L. Sarthwick and W. L. Walsh,J. Am. Chem. Soc., 1955,77, 405.CrossRefGoogle Scholar
  4. 4.
    O. A. Reutov and V. V. Kondrat'eva,Zh. Obshch. Khim., 1954,7, 1259 [J. Gen. Chem. USSR, 1954,7 (Engl. Transl.)].Google Scholar
  5. 5.
    Organikum, VEB Deutscher Verlag der Wissenschaften, Berlin, 1976, vol. 2.Google Scholar
  6. 6.
    V. L. Heasley, P. Kovacic, and R. M. Lange,J. Org. Chem., 1966,31, 3050.Google Scholar
  7. 7.
    A. Baeyr and C. Jaeger,Ber., 1875,8, 148.Google Scholar
  8. 8.
    R. A. Henry and W. M. Dehn,J. Am. Chem. Soc., 1943,3, 479.CrossRefGoogle Scholar
  9. 9.
    E. Knoevenagel,Ber., 1890,23, 2994.Google Scholar
  10. 10.
    G. B. Bachman and T. Hokama,J. Am. Chem. Soc., 1957,79, 4370.Google Scholar
  11. 11.
    R. O. Duthaler, H. E. Furster, and J. D. Roberts,J. Am. Chem. Soc., 1978,100, 4974.CrossRefGoogle Scholar
  12. 12.
    T. Axenrod, P. Mangiaracina, and P. S. Pregosin,Helv. Chim. Acta, 1976,59, 1655.CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1997

Authors and Affiliations

  • A. Yu. Tyurin
    • 1
  • A. M. Churakov
    • 1
  • S. L. Ioffe
    • 1
  • Yu. A. Strelenko
    • 1
  • V. A. Tartakovsky
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

Personalised recommendations