10-Methylphenothiazine

92-84-2

74-88-4

1207-72-3

General procedure for the synthesis of 10-methylphenothiazine from phenothiazine and iodomethane: NaH (60% purity, 1.0 g, 25.1 mmol) was slowly added to a 50 ml round-bottomed flask containing DMF (10 ml) under ice-water bath conditions. Iodomethane (1.3 g, 11.04 mmol) and phenothiazine (2 g, 10.0 mmol) were then added sequentially. The reaction mixture was transferred to room temperature and stirred for 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction was quenched by addition of water and extracted with dichloromethane (50 ml x 3). The organic phases were combined and dried with magnesium sulfate and subsequently concentrated to remove the solvent. Purification by silica gel column chromatography afforded the target product 10-methylphenothiazine (2.1 g, white solid) with a melting point of 96 °C in 97% yield.