Hydrochloric Acid → HCID 12535800, compound

Participants

Reaction Steps

To a cooled solution of sodium (1.04 g., 0.045 g -atom) in 35 ml. of ethanol was added all at once 2-ethoxybenzamidine (7.4 g., 45 mmole). There was then added to this suspension over a 5 minute period a solution of diethyl ethoxymethylenemalonate (9.7 g., 45 mmole) in 20 ml. of ethanol whereupon a pale yellow precipitate soon formed. An additional 25 ml. of ethanol was added to the reaction mixture which was then heated under reflux for 2 1/4 hours. The cooled solution was poured into about 500 ml. of ice-water and acidified with 6N HCl to produce a pale yellow solid. The solid was dried to give 10.2 g., 144°-149°, of title product. recrystallization from acetonitrile gave 9.8 g., m.p. 147°-150°, of purified product.

Provenance & Evidence