Water → Phenothiazone

Participants

Reaction Steps

To a stirring solution of 1.1 kg of ceric ammonium nitrate in 12.5 liters of H2O and 1.25 liters of HOAc at 10° C. was added dropwise a solution of 100 g of phenothiazine in 500 ml acetone over a period of 20 minutes. The resulting mixture was stirred for another 20 minutes and the product 3H-phenothiazin-3-one was then filtered off. The filtered 3H-phenothiazin-3-one was washed with water thoroughly and dried to give 92 g of crude 3H-phenothiazin-3-one. The crude 3H-phenothiazin-3-one was extracted with minimum volume of CH2Cl2. Upon dilution of the CH2Cl2 solution with 10 times the volume of cyclohexane, a precipitate was formed which was filtered and dried to afford 35 g of 3H-phenothiazin-3-one.

Provenance & Evidence