Sulfuric Acid → HCID 54474718, compound

Participants

Reaction Conditions

Reaction Steps

Concentrated sulphuric acid (109 g.) cooled to 5°C. is added over the course of 30 seconds to a solution, kept at 5°C, of 2-isopropoxy-6-dimethylsulphamoyl-10-[3-(4-hydroxyethylpiperidino)propyl]-phenothiazine (10.9 g.) in anhydrous chloroform (150 cc.). After stirring for 30 seconds at 5°C., the reaction mixture is poured onto crushed ice (150 g.). The pH of the solution is brought to 7.5 by addition of sodium hydroxide solution (d = 1.33), whilst cooling, and extraction is effected using chloroform (total 350 cc.). The chloroform solution is dried over anhydrous sodium sulphate (5 g.), the solvent evaporated under reduced pressure and the product obtained dried under reduced pressure (0.05 mm. Hg) at 20°C. The resulting amorphous product (5.1 g.) is dissolved in boiling acetonitrile (35 cc.). After cooling, the crystals which have formed are filtered off, washed with acetonitrile (5 cc.) and dried at 50°C. under reduced pressure (0.05 mm. Hg) for 20 hours. 2-Hydroxy-6-dimethylsulphamoyl-10-[3-(4-hydroxyethylpiperidino)propyl]phenothiazine (3.9 g.), melting at 163°-165°C., is obtained.

Provenance & Evidence