84-01-5

Off-White Solid

Neuriplege, Genevrier ,France,1961

MIchlorproethazine.

ChEBI: Chlorproethazine is a member of phenothiazines.

2-Bromo-2'-(3''-dimethylaminopropyl)-amino-4'-chlorodiphenylsulfide (10 g) is dissolved in dimethylformamide (80 cc). To this solution is added potassium carbonate (5 g) and copper powder (0.4 g). It is then heated under reflux for 48 hours, cooled, and the insoluble matter filtered off. After washing with dimethylformamide (20 cc), the filtrate is taken up in distilled water (200cc). The base formed is extracted with ether (3 times with 50 cc), the ethereal solution is dried over sodium sulfate, the ether driven off on a water-bath and the residue distilled. In this way there is obtained 3-chloro-10-(3'- dimethylaminopropyl)-phenothiazine (6.4 g) which boils at 210 C to 225°C under 0.7 mm of mercury. The hydrochloride is made by the action of ethereal hydrogen chloride on the base dissolved in acetone; this hydrochloride melts at 180°C

Muscle relaxant; Tranquilizer