| 摘要 |
FIELD: organic chemistry, chemical technology, medicine. ^ SUBSTANCE: invention relates to a method for synthesis of 1-propyl-2-oxo-4-hydroxyquinoline 3-carboxylic acid diethylaminoethylamide hydrochloride (chinoxycaine) that can elicit anesthetic, anti-arrhythmic, anti-oxidative, antibacterial and fungicide effect. Invention describes a method for synthesis of 1-propyl-2-oxo-4-hydroxyquinoline 3-carboxylic acid diethylaminoethylamide hydrochloride of the formula: ^ . Method involves acylation of N-propylanthranilic acid ethyl ester with ethoxymalonyl chloride in water-insoluble organic solvent medium in the presence of sodium carbonate as acceptor of evolving hydrogen chloride, amidation reaction of synthesized substance with diethylaminoethylamine in alcoholic medium, extraction of formed 1-propyl-2-oxo-4-hydroxyquinoline 3-carboxylic acid diethylaminoethylamide base from the reaction mixture by extraction with organic solvent and its conversion to hydrochloride. Then N-propyl-N-(1-malonoyl-3-ethoxy)-anthranilic acid ethyl ester formed in the acylation reaction without its isolation is subjected directly for condensation and amidation reaction simultaneously with diethylaminoethylamine by boiling the reaction mixture in ethanol for 5-7 h followed by extraction of 1-propyl-2-oxo-4-hydroxyquinoline 3-carboxylic acid diethylaminoethylamide base by the known method and its conversion to monohydrate hydrochloride by treatment with hydrochloric acid (HCl) aqueous solution to pH value 3-3.5. Invention provides simplifying method in synthesis of the end substance and its enhancing yield and quality. ^ EFFECT: improved method of synthesis. ^ 4 cl, 3 ex |
