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Heteroadamantanes and their derivatives. 3. The synthesis of 6-hydroxy-5-methoxycarbonyl-1,3-diazaadamantane

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The interaction of methyl 3-oxo-4-(phenylthio)butyrate with formaldehyde and ammonium acetate yielded 5-methoxycarbonyl-6-oxo-7-phenylthio-1,3-diazaadamantane, which, on being heated with skeletal nickel in isopropanol was converted into 6-hydroxy-5-methoxycarbonyl-1,3-diazaadamantane. The structures of the compounds have been confirmed by IR and PMR spectroscopy.

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Literature cited

  1. A. I. Kuznetsov, B. A. Kamaritskii, V. Ya. Vainshtein, and B. V. Unkovskii, Zh. Obshch. Khim., 12, 227 (1976).

    Google Scholar 

  2. J. Kuthan and J. Palecek, Collect. Czech. Commun., 28, 2261 (1963).

    Google Scholar 

  3. P. F. Yakushev, A. I. Kuznetsov, V. V. Tolstikov, and B. V. Unkovskii, Zh. Obshch. Khim., 13, 2542 (1977).

    Google Scholar 

  4. K. Hiroi, Y. Matsuda, and S. Sato, Synthesis, 621 (1979).

  5. T. Kato, M. Sato, and H. Kimura, J. Chem. Soc., Perkin Trans. I, 529 (1979).

    Google Scholar 

  6. A. I. Kuznetsov, P. F. Yakushev, and B. V. Unkovskii, Zh. Obshch. Khim., 10, 841 (1974).

    Google Scholar 

  7. H. Stetter, K. Dieminger, and E. Rauscher, Chem. Ber., 92, 2057 (1951).

    Google Scholar 

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For Communication 2, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 661–663, May, 1985.

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Kuznetsov, A.I., Boiko, I.P., Sokolova, E.B. et al. Heteroadamantanes and their derivatives. 3. The synthesis of 6-hydroxy-5-methoxycarbonyl-1,3-diazaadamantane. Chem Heterocycl Compd 21, 557–559 (1985). https://doi.org/10.1007/BF00506073

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  • DOI: https://doi.org/10.1007/BF00506073

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