Hydrochloric Acid → HCID 178490797, compound

Participants

Reaction Steps

A mixture of 13.6 g (0.1 mole) of anisaldehyde, 3.3 g (0.1 mole) of aminoacetaldehyde diethyl acetal and ml of CH3OH was heated at 95° for 10 minutes. A residue was dissolved in 150 ml of ethanol and hydrogenated over 10% Pd on carbon at 50 psi (0.34 MPa) until H2 uptake was complete. The catalyst was filtered and the filtrate was treated with 10.4 g (0.107 mole) of KSCN, 0 ml of 3N HCl and 40 ml of H2O. The mixture was refluxed, letting the solvent evaporate until the volume of the reaction mixture was 100 ml. After 45 minutes, the mixture was cooled, and a solid was filtered, washed with H2O and dried. Recrystallization from ethanol gave (1-(4-methoxybenzyl)-2-mercaptoimidazole, 15.0 g (68%), mp 140-142°.

Provenance & Evidence