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Direct amination of ceramidonines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Direct amination of ceramidonine, 2-methylceramidonine, and 2-methyl-7-chloroceramidonine is investigated. It is shown that aromatic amines react with ceramidonines at 120°–150° C, to give 6- and 8-arylaminoceramidonines, the amino group entering preferentially at position 6. Strongly basic amines, (cyclohexylamine, methylamine) react with 2-methylceramidonines under mild conditions, giving mainly 8 -aminoceramidonines.

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References

  1. A. H. Cook and W. Waddington, J. Chem. Soc., 402, 1945.

  2. R. Baltzyl and E. Lorz, J. Am. Chem. Soc., 70, 861, 1948.

    Google Scholar 

  3. Y. T. Pratt, J. Org. Chem., 27, 3905, 1962.

    Google Scholar 

  4. W. Bradley, J. Chem. Soc., 1091, 1937.

  5. T. Zincke and Wulfing, Ber., 14, 92, 1881.

    Google Scholar 

  6. E. P. Fokin and R. P. Shishkina, ZhOKh, 33, 3674, 1963.

    Google Scholar 

  7. F. Ullmann and O. Fodor, Ann., 380, 317, 1911.

    Google Scholar 

  8. N. I. Grineva, V. V. Puchkova, and V. N. Ufimtsev, ZhOKh, 33, 597, 1963.

    Google Scholar 

  9. N. N. Vorozhtsov, Fundamental Syntheses of Intermediates and Dyes [in Russian], Goshkhimizdat, Moscow, p. 474, 1955.

    Google Scholar 

  10. BASF, German Patent no, 330 572, 1914; C., 11, 559, 1921.

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The nomenclature used is that of the Ring Index, Patterson and Capell, 1960.

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Shishkina, R.P., Fokin, E.P. Direct amination of ceramidonines. Chem Heterocycl Compd 2, 306–311 (1967). https://doi.org/10.1007/BF00742375

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  • DOI: https://doi.org/10.1007/BF00742375

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