Hydrochloric Acid → HCID 20497993, compound

Participants

Reaction Steps

To a solution of 1.08 g (0.02 mole) of sodium methoxide in 50 ml of methanol was added 1.48 g (0.02 mole) of allyl mercaptan. To this solution was added a solution of 3.12 g (0.01 mole) of 1-(α-chloro-2,4-dichlorophenethyl) imidazole hydrochloride as prepared in Examples 1A to 1C, in 50 ml of methanol. The mixture was heated at reflux for 5 hours, cooled, and poured into 400 ml of H2O. The organic phase was extracted with ether, the combined ether extracts washed with H2O, and dried over MgSO4. Evaporation gave a dark brown oil. The oil was dissolved in a minimum of acetone and treated with an excess of HCl in isopropyl alcohol. Addition of ether caused a gummy solid to separate. Trituration of the gum with ether converted it to a solid that was recrystallized from ethanol-ether with a charcoal treatment. The product, 0.6 g (19%), was a white crystalline solid, m.p. 97°-102° C.

Provenance & Evidence