Triethylamine → 2-(2-Cyano-10-phenothiazinyl)propyl mesylate

Participants

Reaction Conditions

Reaction Steps

Triethylamine (16.2 cc) is added with stirring, to a solution of D series 10-[1-hydroxy-2-propyl)phenothiazinecarbonitrile (20 g) in methylene chloride (200 cc) cooled to a temperature of about 5° C., then a solution of methanesulphonyl chloride (8.9 cc) in methylene chloride (89 cc) is poured in dropwise over 25 minutes, and stirring is continued for 50 minutes at a temperature of about 10° C. The reaction mixture is washed successively with distilled water (2×00 cc) and a saturated aqueous solution of sodium chloride (100 cc), dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. D series 2-(2-cyano-10-phenothiazinyl)-1-propyl methanesulphonate (25.8 g) is thus obtained in the form of an orange gum which is used without other purification for the syntheses following.

Provenance & Evidence