Piperidine → HCID 14536614, compound

Participants

Reaction Steps

Piperidine (19.8 cc) is added to a suspension of 2-(2-cyano-10-phenothiazinyl)-1-propyl methanesulphonate (36.05 g) in xylene (360 cc). The mixture is brought to reflux for 19 hours. After being cooled, the mixture is washed with distilled water (6×150 cc). The organic phase is dried over magnesium sulphate, filtered and concentrated to dryness at 50° C. under reduced pressure (30 mm Hg; 4 kPa). The residue is purified by chromatography on a column (height: 96 cm; diameter: 4.8 cm) of silica gel (0.06-0.2 mm), eluting with mixtures of cyclohexane and etyl acetate in proportions (by volume) of 90:10 (4 liters), 85:15 (4 liters), 80:20 (4 liters) and 75:25 (4 liters), collecting 500-cc fractions. The first 9 liters are discarded and fractions 8 to 13 are combined and concentrated to dryness at 50° C. under reduced pressure (30 mm Hg; 4 kPa) to give 10-[(2RS)-1-piperidino-2-propyl]-2-phenothiazinecarbonitrile (13.6 g).

Provenance & Evidence