Ammonia → 2-Naphthylamine

Participants

Reaction Steps

In a 200-ml autoclave were placed 27.4 grams (0.119 mole) of anhydrous sodium 2-naphthalene sulfonate, 10 grams (0.25 mole) of sodium amide and 80 ml of liquid ammonia in the same manner as in Example 1. The resultant mixture was heated at 120° C for 10 hours. The reaction pressure in the autoclave was 90 atm. during the reaction. After the ammonia was removed, 15 ml of water was added to the reaction mixture for hydrolysis. The product was extracted with ether and the ether was distilled off to produce crude 2-naphthylamine. Recrystallization from methanol gave 14.6 grams of 2-naphthylamine having a melting point of 111° to 112° C. Yield was 85.7%.

Provenance & Evidence