反应详情

温度

100 °C

A solution of 10-[1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarbothioamide, D series (2.5 g) and propylamine (8.3 cc) in absolute ethanol (50 cc) is saturated with hydrogen sulphide and heated for 16 hours to a temperature in the region of 100° C. After cooling, the orange solution obtained is concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. The residual brown oil is purified by chromatography on a column (height: 25 cm; diameter: 2 cm) of silica gel (0.04-0.063 mm) with a slight excess pressure of nitrogen (40 kPa), eluting with a mixture (80:20 by volume) (1 liter) of ethyl acetate and cyclohexane and collecting 40-cc fractions. The combined fractions 8 to 18 are concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. N-Propyl-10-[1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarbothioamide, D series (2.4 g) is thereby obtained in the form of a yellow oil {[α]D20 =22±0.5° (0.06%; methanol)}. This oil is dissolved in 2-propanol (7.5 cc) at a temperature in the region of 50° C., and this solution is poured with stirring into a solution of fumaric acid (0.68 g) in 2-propanol (7.5 cc) at a temperature in the region of 60° C. Stirring is continued for 2 hours at a temperature in the region of 5° C. The solid formed is drained, washed with 2-propanol (2×2 cc) and dried under reduced pressure (5 mm Hg; 0.68 kPa) at 40° C. N-Propyl-10-[1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarbothioamide acid fumarate, D series (2 g) is thereby obtained in the form of a yellow solid, m.p. 206° C., the NMR characteristics of which are identical to those described in Example 13.

1. temperatureAfter cooling
2. customthe orange solution obtained
3. concentrationis concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C
4. customThe residual brown oil is purified by chromatography on a column (height: 25 cm; diameter: 2 cm) of silica gel (0.04-0.063 mm) with a slight excess pressure of nitrogen (40 kPa)
5. washeluting with a mixture (80:20 by volume) (1 liter) of ethyl acetate and cyclohexane
6. customcollecting 40-cc fractions
7. concentrationThe combined fractions 8 to 18 are concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C