Amination of 2–Naphthol–8–sulfonate and m–Xylene–5–sulfonate

Abstract

1–Amino–7–naphthol and 3,5–xylidine were prepared by amination of potassium 2–naphthol–8–sulfonate and m–xylene–5–sulfonate, respectively. Potassium 2–naphthol–8–sulfonate was allowed to react with sodium amide in liquid ammonia at 160°C for 16 hours to give 1–amino–7–naphthol in a 84.5% yield, whereas sodium 2–naphthol–6–sulfonate did not undergo the amination under these conditions. 3,5–Xylidine was obtained by the amination of potassium m–xylene–5–sulfonate at 155°C for 9 hours in a 82.7% yield. © 1974, The Chemical Society of Japan. All rights reserved.