Hydrochloric Acid → 26029-68-5

Participants

Reaction Steps

While stirring 2 mol (236.3 g) of 4-aminobenzonitrile, 600 ml of 12N HCl and 600 ml of purified water in an ice bath, an aqueous solution of NaNO2 (NaNO2 150 g, in 750 ml of purified water) was dropped (Step 1). 2 mol (191.8 g) of phenol and 2 mol (112.3 g) of KOH were rapidly dissolved in about 2 liter of purified water, to which the product in Step 1 was dropped. After filtration under suction, the product was washed with purified water and then dried under a reduced pressure. The product was recrystallized in methanol to obtain 1.3 mol of 4-hydroxy-4′-cyanoazobenzene (292.3 g; yield 65.5%).

Provenance & Evidence