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Heteroadamantanes and their derivatives

19. Syntheses of 1,3-diazaadamantane and 6,6-dimethyl-1,3-diazaadamantane based on the corresponding 5,7-dinitro derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

5,7,-Dinitro-6,6-dimethyl-1,3-diazaadamantane was synthesized by condensation of 1,3-dinitro-2,2-dimethyl-propane with hexamethylenetetramine. Like the previously prepared 5,7-dinitro-1,3-diazaadamantane, it is converted into the corresponding diamino derivative with hydrazine hydrate in the presence of a nickel catalyst, and the diamino compounds gave the 5,7-dibromo derivatives on treatment with sodium nitrite in conc. HBr. The latter were converted to 6,6-dimethyl-1,3-diazaadamantane and 1,3-diazaadamantane on treatment with hydrazine hydrate in the presence of nickel catalyst in ethanol.

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Authors and Affiliations

  1. M. V. Lomonosov Moscow Institute of Fine Chemical Technology, 117571, Moscow

    A. I. Kuznetsov, K. I. Romanova, E. B. Basargin & A. S. Moskovkin

Authors
  1. A. I. Kuznetsov
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  2. K. I. Romanova
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  3. E. B. Basargin
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  4. A. S. Moskovkin
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Additional information

For Communication 18 see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 230–233, February, 1993.

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Kuznetsov, A.I., Romanova, K.I., Basargin, E.B. et al. Heteroadamantanes and their derivatives. Chem Heterocycl Compd 29, 200–203 (1993). https://doi.org/10.1007/BF00531665

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  • DOI: https://doi.org/10.1007/BF00531665

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