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Unusual reaction between 6H-6-oxo-5-haloanthra[1,9-cd]-isoxazoles and quinoline

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 6H-6-oxo-5-haloanthra[1,9-cd]isoxazoles with quinolines leads to unexpected fragmentation of the quaternized quinoline ring to give xylidine or o-toluidine.

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Literature Cited

  1. L. M. Gornostaev, G. I. Zolotareva, and D. Sh. Verkhovodova, Khim. Geterotsikl. Soedin. No. 9, 1186 (1981).

    Google Scholar 

  2. L. M. Gornostaev, G. I. Zolotareva, and E. N. Platonova, Khim. Geterotsikl. Soedin., No. 4, 467 (1983).

    Google Scholar 

  3. L. M. Gornostaev, G. F. Zeibert, and G. I. Zolotaeva, Khim. Geterotsikl. Soedin., No. 7, 912 (1980).

    Google Scholar 

  4. J. W. Elliott, Org, Chem., 29, 305 (1964).

    Google Scholar 

  5. R. Silverstein, G. Bassler, and T. Morril, Spectrometric Identification of Organic Compounds [Russian translation], Mir, Moscow (1977), p. 52.

    Google Scholar 

  6. Nuclear Magnetic Resonance Spectra. Sadtler Research Laboratories, Philadelphia, Vol. 9, N 5580.

  7. General Organic Chemistry [Russian translation], D. Barton et al. (eds.), Khimiya, Moscow, Vol. 8 (1985), p. 204.

    Google Scholar 

  8. B. M. Gutsulyak and I. D. Romanenko, Khim. Geterotsikl. Soedin., No. 5, 659 (1972).

    Google Scholar 

  9. O. Mikesh, I. Novak, Z. Prokhazka, M. Geitmanek, K. Shebesta, V. Tomashek, O. Motl, L. Novotnyi, and Ya. Shtamberg, Laboratory Handbook for Chromatography and Related Methods [in Russian], Mir, Moscow (1982), 1, 162.

    Google Scholar 

  10. M. Tomano, T. Kurahashi, and J. Koketsu, J. Chem. Soc. Jpn., No. 7, 1164 (1984).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1682–1686, December, 1986.

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Gornostaev, L.M., Zeibert, G.F. Unusual reaction between 6H-6-oxo-5-haloanthra[1,9-cd]-isoxazoles and quinoline. Chem Heterocycl Compd 22, 1363–1366 (1986). https://doi.org/10.1007/BF00474361

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  • DOI: https://doi.org/10.1007/BF00474361

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