Chemistry of Heterocyclic Compounds

, Volume 46, Issue 7, pp 868–878 | Cite as

Semmler-Wolff aromatization of 4-hydroxyimino-4,5,6,7-tetrahydro-[2,1,3]benzoxadiazole and 4-hydroxyimino-4,5,6,7-tetrahydro[2,1,3]benzoxadiazole 1-oxide and some properties of the obtained amines

  • V. A. SamsonovEmail author
  • G. E. Salʼnikov
  • L. B. Volodarskii

The Semmler-Wolff aromatization of 4-hydroxyimino-4,5,6,7-tetrahydro[2,1,3]benzoxadiazole and its 1-oxide derivative in sulfuric acid and in acetic anhydride gave 4-amino[2,1,3]benzoxadiazole and 4-acetamido[2,1,3]benzoxadiazole 1-oxide. Some reactions of the resultant amines were studied.


4-amino[2,1,3]benzoxadiazole 4-acetamido[2,1,3]benzoxadiazole 1-oxide oximes Semmler-Wolff reaction 1H NMR spectroscopy 13C NMR spectroscopy 15N NMR spectroscopy 


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Copyright information

© Springer Science+Business Media, Inc. 2010

Authors and Affiliations

  • V. A. Samsonov
    • 1
    Email author
  • G. E. Salʼnikov
    • 1
  • L. B. Volodarskii
    • 1
  1. 1.N. N. Vorozhtsov Novosibirsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesNovosibirskRussia

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