methyl 2-[[(diethylamino)acetyl]amino]-3-methylbenzoate monohydrochloride

Originator

Tolycaine Hydrochloride,ZYF Pharm Chemical

Uses

Tolycaine Hydrochloride is an anesthetic drug.

Definition

ChEBI: Tolycaine hydrochloride is an amidobenzoic acid.

Manufacturing Process

A suspension of 40 g 2-amino-3-methylbenzoic acid methyl ester in 125 ml of benzene was added 125 ml of saturated solution of sodium acetate and then at 0-5°C was added 37 g chloracetylchloride. The mixture was stirred for 1 hour at room temperature. The mixture was filtered. The organic layer was with 10% solution of potassium carbonate and dries under calcium chloride. By distillation of the mixture was obtained 15 g of 2-(2-chloroacetylamino)-3-methylbenzoic acid methyl ester; melting point 86-87.5°C (crystallization from a mixture acetic acid and ligroin); yield 21.8 g.
A mixture of 16 g of 2-(2-chloroacetylamino)-3-methylbenzoic acid methyl ester and 10 g diethyl amine in benzene was refluxed for 5 hours. After cooling the diethyl amine hydrochloride was deleted by filtration. The organic layer was washed with 2 N hydrochloric acid. To the solution was added potassium carbonate. The product was extracted with ether and distilled.

Therapeutic Function

Local anesthetic