Oxidation of 2-aminophenol to 2-amino-3H-phenoxazin-3-one with monochloramine in aqueous environment: A new method for APO synthesis?

Reaction of 2-aminophenol (2AP) with monochloramine in aqueous solution was investigated at pH 8.5 and 25 °C, with an excess of monochloramine. 2-Amino-3H-phenoxazin-3-one (APO) was the major product formed in about 70% yield. Despite low formation yields, adsorbable organic halides (AOX) were also formed over reaction time.