Heteroadamantanes and their derivatives
1-p-nitrophenyl-3,6-diazahomoadamantane and 1-p-nitrophenyl-3,6-diazahomoadamantan-9-one were obtained by nitration of 1-phenyl-3,6-diazahomoadamantane and 1-phenyl-3,6-diazahomoadamantan-9-one with a mixture of potassium nitrate and sulfuric acid; 1-p-nitrophenyl-3,6-diazahomoadamantan-9-one was reduced with sodium borohydride to 1-p-nitrophenyl-3,6-diazahomoadamantan-9-ol. It was found that the nitro groups of these nitrophenyldiazahomoadamantanes were reduced to amino groups by heating with hydrazine hydrate without a catalyst. 1-p-Aminophenyl-3,6-diazahomoadamantan-9-one was obtained by reduction of nitrophenyl-azahomoadamantanone with tin in sulfuric acid, and 9-amino-1-p-aminophenyl-3,6-diazahomo-adamantane was obtained by reduction of its oxime with a nickel—aluminum alloy in water—base medium.
KeywordsSodium Aluminum Nitrate Potassium Nickel
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