Hydrochloric Acid → HCID 54402964, compound

Participants

Reaction Conditions

Reaction Steps

By utilizing 350 ml of water, 20 ml of 35% hydrochloric acid and 8 g of sodium nitrite, 35 g of 4-(2,5-bisacetoxyphenylethyl)aniline hydrochloride disclosed in Japanese Pat. Publication No. 444/63 was diazotized. Then, the mixture was neutralized with sodium acetate to adjust the pH of the solution to 6, and the mixture cooled with ice water was added dropwise at 5° C or less to liquid comprising of 13.5 g of 2-cyanoacetylfuran and 300 ml of ethanol. The resulting resinous substance was washed with water and decanted 2 times and then stirred in water, whereby crystals were formed. In 400 ml of ethanol, 40 g of the crude product obtained by filtering the crystals and drying the crystals was suspended. To the suspension, a liquid comprising 40 g of potassium hydroxide and 100 ml of water was added under vacuum, and the mixture heated for several minutes at 60° C, and then rapidly cooled. To the cooled mixture, 200 ml of a 35% hydrochloric acid aqueous solution was added to form crystals which were filtered, washed with water and recrystallized from 250 ml of ethanol to provide 19.5 g of the compound having a melting point of 175° to 178° C.

Provenance & Evidence