Hydrochloric Acid → HCID 178470336, compound

Participants

Reaction Steps

Absolute ethanol (58 g; 1.25 mol) was added to a suspension of clean sodium (29 g; 1.25 g atom cut into small pieces) in anhydrous ether (700 mL). Diethyl oxalate (182 g; 1.25 mol) was added slowly to this mixture so that the exothermic reaction did not become too vigorous. The N-formyl-glycine ethyl ester (131 g; 1.0 mol) was added dropwise with stirring to the resulting solution and a red-brown precipitate formed. The mixture was allowed to stand overnight then water (1 L) was added to dissolve the precipitate and the ether layer was separated. Potassium thiocyanate (170 g; 1.75 mol) and concentrated hydrochloric acid (240 mL) were added to the aqueous solution. The yellow aqueous solution was slowly heated to 40°-60° C. for 6 hours and cooled. The yellow granular precipitate was filtered. The filtrate was concentrated to give an additional amount of the same product. The total product yield of 109.0 g (45%) of diethyl 2-mercapto-4,5-imidazoledicarboxylate was obtained.

Provenance & Evidence