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Walther reaction in the benzazoles series and preparation of their 2-deutero derivatives

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Abstract

Reactions of 2-hydrazino-substituted 1-methylbenzimidazole, benzothiazole, and benzoxazole with azobenzene at 160–180°C resulted in hydrazino group elimination and formation of the corresponding 2-H-benzazoles. Under similar conditions the 2-deuterohydrazinobenzazoles prepared from 2-hydrazinobenzazoles and heavy water were converted into 2-deuterobenzazoles.

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References

  1. Walther, R., J. Prakt. Chem., 1895, vol. 52, p. 141.

    Google Scholar 

  2. Walther, R., J. Prakt. Chem., 1896, vol. 53, p. 433.

    Article  Google Scholar 

  3. Yutilov, Yu.M. and Svertilova, I.A., Khim. Geterotsikl. Soedin., 1994, p. 1071.

  4. Aldrich Libray of NMR Spectra Edition, 1983, vol. 2, p. 558.

  5. Mills, B., J. Chem. Soc., 1922, vol. 121, p. 460.

    Google Scholar 

  6. Bamberger, K., Ber., 1903, vol. 36, p. 2051.

    Google Scholar 

  7. Fischer, O., Ber., 1905, vol. 38, p. 322.

    Google Scholar 

  8. Bednyagina, N.P. and Postovskii, I.Ya., Zh. Org. Khim., 1960, vol. 30, p. 1431.

    CAS  Google Scholar 

  9. Efros, L.S. and Davidenkov, L.R., Zh. Org. Khim., 1951, vol. 21, p. 2046.

    CAS  Google Scholar 

  10. Sycheva, T.P., Pankina, Z.A., Kiseleva, I.D., and Shchukina, M.N., Khim. Geterotsikl. Soedin., 1966, p. 506.

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Correspondence to Yu. M. Yutilov.

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Original Russian Text © D.A. Lomov, Yu.M. Yutilov, N.N. Smolyar, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, no. 2, pp. 257–258.

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Lomov, D.A., Yutilov, Y.M. & Smolyar, N.N. Walther reaction in the benzazoles series and preparation of their 2-deutero derivatives. Russ J Org Chem 42, 241–242 (2006). https://doi.org/10.1134/S107042800212014X

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  • DOI: https://doi.org/10.1134/S107042800212014X

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