METHOD OF SYNTHESIS OF 1-(1-AMINOETHYL)-ADAMANTANE HYDROCHLORIDE Russian patent published in 1998 - IPC

FIELD: organic chemistry and technology. SUBSTANCE: invention relates to chemical pharmacy, in part, to synthesis of 1-(1-aminoethyl)-adamantane hydrochloride (remantadine). 1-Adamantane carboxylic acid is interacted with 20-30% mole excess of thionyl chloride or phosgene in toluene medium at 70-80 C for 1-3 h. By reaction termination 1-adamantic acid chloroanhydride is converted to 1-adamantoylmalonic ester by condensation with malonic ester sodium suspension in toluene followed by hydrolysis and decarboxylation of product in a mixture acetic acid-water-sulfuric acid to 1-acetyladamantane. Synthesized 1-acetyladamantane is subjected for reductive amination with formamide and formic acid and obtained N-formyl-1-(1-aminoethyl)adamantane is converted to 1-(1-aminoethyl)-adamantane hydrochloride under conditions of acid hydrolysis with hydrochloric acid followed by crystallization from alcohol in the presence of coal. Obtained technical product is purified to purity 99.0%, not less. EFFECT: improved method of synthesis, increased purity and yield. 7 cl, 3 ex