反应详情

温度

80 °C

A solution of 5,6-dihydro(1H,4H)-1,2,5-thiadiazolo[4,3,2-ij]quinoline 2,2-dioxide (2.6 g) in dry N,N-dimethylformamide (10 cc) is added dropwise to a suspension of sodium hydride (0.45 g, 80% suspension in oil) in N,N-dimethylformamide (20 cc). After 15 minutes, stirring, a solution of 1-(3-chloropropyl)-4-phenyl-1,2,3,6-tetrahydropyridine (3.51 g) in N,N-dimethylformamide (10 cc) is added. The reaction mixture is heated to 80° C. for 90 minutes and is then cooled and poured into a mixture of water (100 cc) and ethyl acetate (200 cc). The organic phase is washed with water, is dried over magnesium sulphate and is concentrated to dryness under reduced pressure (2.7 kPa). The residue is chromatographed on a column of silica gel (0.2-0.063-mm particle size, 4-cm diameter, 50-cm height) with ethyl acetate as eluent and with 125-cc fractions being collected. Fractions 2 to 6 are combined and concentrated to dryness under reduced pressure (2.7 kPa). After recrystallization from ethyl acetate, 1-[3-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)propyl]-5,6-dihydro(1H,4H)-1,2,5-thiadiazolo[4,3,2-ij]quinoline 2,2-dioxide (3.7 g) is obtained, melting at 120° C.

1. temperatureis then cooled
2. washThe organic phase is washed with water
3. dry with materialis dried over magnesium sulphate
4. concentrationis concentrated to dryness under reduced pressure (2.7 kPa)
5. customThe residue is chromatographed on a column of silica gel (0.2-0.063-mm particle size, 4-cm diameter, 50-cm height) with ethyl acetate as eluent and with 125-cc fractions
6. custombeing collected
7. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
8. customAfter recrystallization from ethyl acetate