P-Anisidine → HCID 135727397, compound

Participants

Reaction Steps

A solution of 30.7 g (0.027 mole) crude 4-(N,N-didodecylsulfamyl)-1-naphthol in a mixture of 100 ml tetrahydrofuran, 100 ml methanol, and 4.2 ml 50% sodium hydroxide solution was cooled in an ice-acetone bath and treated with a diazonium salt solution prepared from 3.30 g (0.027 mole) p-anisidine in 20 ml water containing 4.5 ml concentrated hydrochloric acid and 1.85 g (0.027 mole) sodium nitrite in 5 ml of water. The mixture was stirred at 0°-10° C. for 2 hr., allowed to warm to room temperature, and filtered to give 14.6 g of red brown solid. This solid was recrystallized from hexane to give 8.2 g of a bright red powder, m.p. 100°-102° C.

Provenance & Evidence