(Cyclopropylmethyl)ammonium chloride → HCID 15925319, compound

Participants

Reaction Steps

A suspension of cyclopropylmethylamine hydrochloride (5.4 g) dispersed in ethanol (25 cc) containing 10-[(2RS)-1-dimethylamino-2-propyl]-2-phenothiazinecarbothioamide (3.43 g) is added to a 0.05 M solution of sodium ethylate in ethanol (10 cc). The mixture is brought to 200° C. for 5 hours and then diluted with ethyl acetate (150 cc), washed with distilled water (2×100 cc), dried over magnesium sulphate and then concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 50° C. The residual solid is purified by chromatography on a column (height: 18 cm; diameter: 2.5 cm) of silica gel (0.6-0.02 mm), eluting with mixtures of ethyl acetate and cyclohexane in proportions (by volume) of 30:70 (2.5 liters) and 50:50 (1.1 liters), collecting 60-cc fractions. Fractions 50 to 59 are combined and concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 50° C. to give N-cyclopropylmethyl-10-[(2RS)-1-dimethylamino-2-propyl]-2-phenothiazinecarboxamide (0.42 g), m.p. 90° C.

Provenance & Evidence