反应详情

温度

100 °C

In 1,2-dimethoxyethane (450 mL) was suspended 60% sodium hydride (2.0 g, 502 mmol.), and then 2H-1,2-benzothiazin-4(3H)-one 1,1-dioxide ethylene ketal (12.06 g, 50 mmol.) was added to the suspension. The suspension was heated to 100° C. for 1 hour under stirring. The reaction liquid was cooled to 50° C., and to this was added a solution of 1-bromo-3-chloropropane (23.62 g, 150 mmol.) in 1,2-dimethoxyethane (50 mL). The mixture was heated to 100° C. for 21 hours under refluxing. The reaction liquid was filtered to remove insolubles and the solvent was evaporated to give a residue. The residue was treated with water and ether, and the organic layer was taken out. The organic solution was washed with water and a saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was evaporated to leave the desired compound (8.89 g, yield 56%) as a yellow oil.

1. customThe reaction liquid
2. temperaturewas cooled to 50° C.
3. temperatureThe mixture was heated to 100° C. for 21 hours
4. temperatureunder refluxing
5. customThe reaction liquid
6. filtrationwas filtered
7. customto remove insolubles
8. customthe solvent was evaporated
9. customto give a residue
10. washThe organic solution was washed with water
11. dry with materiala saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate
12. customThe solvent was evaporated