P-Anisidine → HCID 135727398, compound

Participants

Reaction Steps

To a solution of 13.0 g (0.029 mole) 3-octadecanesulfinyl-2-naphthol and 5.0 g sodium hydroxide in 300 ml methanol and 200 ml tetrahydrofuran at 0°-5° C. was added a diazonium salt solution prepared from 3.6 g (0.029 mole) p-anisidine in 40 ml water containing 10 ml concentrated hydrochloric acid and a solution of 2.0 g (0.029 mole) sodium nitrite in 20 ml water. The red mixture was stirred at 5° for one hr. and at room temperature overnight, then cooled and acidified with 20 ml acetic acid in 400 ml water. The mixture was filtered to give 16 g of red solid, which could be recrystallized from ethyl acetate to give a solid, m.p. 108°-110° C.

Provenance & Evidence