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Oxidation of some hetarylhydrazines with selenium dioxide

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The oxidation of 2-benzimidazolyl- and 2-quinoxalinylhydrazines with selenium dioxide in hydrochloric acid in the presence of cuprous chloride leads to the formation of 2-chloro derivatives of the heterocycles. When the reaction is carried out in ethanol, 2-benzimidazolylhydrazines give symmetrical formazans. In both cases oxidation proceeds through a step involving the formation of hetarenediazonium salts.

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Literature cited

  1. I. Ya. Postovskii, B. P. Lugovkin, and G. F. Mandrik, Zh. Obshch. Khim., No. 7, 37 (1936).

    Google Scholar 

  2. N. P. Bednyagina and I. Ya. Postovskii, Zh. Obshch. Khim., 30, 1431 (1960).

    Google Scholar 

  3. D. J. Chino and S. Taganu, J. Am. Chem. Soc., 82, 4044 (1960).

    Google Scholar 

  4. N. P. Bednyagina, G. N. Tyurenkova, and Yu. A. Rybakova, Zh. Obshch. Khim., 34, 1288 (1964).

    Google Scholar 

  5. A. M. Simonov and S. N. Kolodyazhnaya, Zh. Org. Khim., 3, 1146 (1967).

    Google Scholar 

  6. R. Kuhn and H. M. Weitz, Chem. Ber., 86, 1199 (1953).

    Google Scholar 

  7. E. Bamberger, Chem. Ber., 27, 147 (1894).

    Google Scholar 

  8. E. Bamberger, R. Padova, and E. Ormerod, Ann. Chem., 446, 260 (1925).

    Google Scholar 

  9. E. Bamberger and O. Billeter, Helv. Chim. Acta, 14, 219 (1931).

    Google Scholar 

  10. D. Takahashi and H. Kano, Chem. Pharm. Bull. (Tokyo), 12, 783 (1964); Chem. Abstr., 61, 9489 (1964).

    Google Scholar 

  11. L. S. Éfros, B. A. Porai-Koshits, and S. G. Fartenshtein, Zh. Obshch. Khim., 23, 1691 (1953).

    Google Scholar 

  12. F. Feigl, Spot Analysis of Organic Substances [Russian translation], GNTIKhL, Moscow (1962), p. 444.

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 265–267, February, 1983.

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Sedov, Y.A. Oxidation of some hetarylhydrazines with selenium dioxide. Chem Heterocycl Compd 19, 217–220 (1983). https://doi.org/10.1007/BF00506440

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  • DOI: https://doi.org/10.1007/BF00506440

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