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

Article abstract of DOI:10.1007/BF00531665

5,7-Dinitro-6,6-dimethyl-1,3-diazaadamantane was synthesized by condensation of 1,3-dinitro-2,2-dimethylpropane 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.