Methanol → HCID 21449083, compound

Participants

Reaction Steps

A mixture of 52.0 g (0.167 mole) of ethyl 5-(3,4-dimethoxyphenyl)-2-furimidate hydrochloride, 19.3 g (0.184 mole) of aminoacetaldehyde dimethyl acetal and 800 ml of anhydrous methanol was heated to reflux with dissolution. The solution was refluxed for 5 hours and the solvent was then removed on the Calab evaporator yielding a residual oil which was stirred in 800 ml of 3N HCl for ca. 20 hours at a temperature of 70°. The resulting solid was washed in refluxing acetic acid, filtered hot and dried at 100° to yield 14.5 g (28%) of 2-[5-(3,4-dimethoxyphenyl)-2-furyl]imidazole hydrochloride. An analytical sample was prepared by washing a sample a second time in refluxing acetic acid and drying in the vacuum piston at the temperature of refluxing water, m.p. 288°-289°.

Provenance & Evidence