P-Anisidine → HCID 136409738, compound

Participants

Reaction Steps

To a stirred mixture of 89.5 g (0.20 mole) 8-hexadecanesulfonamido-2-naphthol, 37 g sodium hydroxide, 1800 ml methanol, and 1200 ml tetrahydrofuran at 0° was added a diazonium salt solution prepared from 24.6 g (0.20 mole) p-anisidine dissolved in 360 ml water containing 60 ml concentrated hydrochloric acid and a solution of 13.8 g (0.20 mole) sodium nitrite in 240 ml water. The addition required 15 min., and the mixture was stirred at 0° for 0.5 hr. and at room temperature for 0.5 hr. longer before being poured into 6 liters of water containing 250 ml acetic acid. There was obtained 107.7 g of product.

Provenance & Evidence