1-Iodopropane → HCID 15925255, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 10-[(2RS)-1-methylamino-2-propyl]-2-phenothiazinecarbonitrile (4.7 g), 1-iodopropane (1.55 cc) and sodium hydrogen carbonate (2 g) in dimethylformamide (47 cc) is heated for 6 hours to a temperature of 140° C. After cooling, the reaction mixture is diluted with ethyl acetate (200 cc), washed with distilled water (4×30 cc), dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. The residual oil (5.2 g) is purified by chromatography on a column (height: 25 cm; diameter: 4 cm) of silica gel (0.04-0.063 mm) with a slight excess pressure of nitrogen (40 kPa), eluting with a mixture (70:30 by volume) (1 liter) of cyclohexane and ethyl acetate and collecting 60-cc fractions. The combined fractions 6 to 14 are concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. 10-[(2RS)-1-(N-Methyl-N-propylamino)-2-propyl]-2-phenothiazinecarbonitrile (4.4 g) is thereby obtained in the form of a yellow oil.

Provenance & Evidence