2-(Trifluoromethyl)phenothiazine

Chemical Properties

Uses

Definition

Synthesis

672-57-1

1204-55-3

92-30-8

GENERAL STEPS: To an oven-dried 25 mL milled-neck test tube fitted with a stirrer, S-(2-acetamidophenyl) thioacetate (0.5 mmol), 3-iodo-4-chlorobenzotrifluoride (0.6 mmol), Cs2CO3 (2.0 mmol), and DMF (3 mL) were added sequentially. The test tube was sealed with a rubber septum, evacuated and replaced with argon for three cycles. The reaction mixture was stirred at 130 °C for 10 hours. Upon completion of the reaction, it was cooled to room temperature, the reaction was quenched with deionized water (20 mL) and extracted with ethyl acetate (20 mL x 3). The organic phases were combined, dried with anhydrous MgSO4 and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by silica gel column chromatography using gradient elution (eluent: petroleum ether/ethyl acetate) to afford the target compound 2-trifluoromethyl phenothiazine.

References