反应详情

To a solution of 2-amino-5-methoxybenzenesulphonamide (4.9 mmol) in methanol (20 mL) there are added (1-ethoxycyclopropyloxy)trimethylsilane (4 mL) and glacial acetic acid (4 mL) and then heating at reflux is carried out for 18 hours. The mixture is then evaporated to dryness under reduced pressure. The oil obtained is taken up in water (30 mL) and extracted with chloroform (3×30 mL). The organic phases are collected and dried over anhydrous MgSO4. After filtration, the filtrate is evaporated to dryness and the residual oil is dissolved in THF (50 mL). Sodium borohydride (2 g) and boron trifluoride etherate (2 mL) are added and then the mixture is heated at reflux for 18 hours. The solvent is then removed by evaporation under reduced pressure and the residue is taken up in water (30 mL), adjusted to slightly acid pH by adding 6N HCl and then extracted with chloroform (3×30 mL). The organic phases are collected and dried over anhydrous MgSO4. After filtration, the filtrate is evaporated to dryness and the expected compound is obtained in the form of an oil used directly in the next Step.

1. temperatureheating
2. temperatureat reflux
3. customThe mixture is then evaporated to dryness under reduced pressure
4. customThe oil obtained
5. extractionextracted with chloroform (3×30 mL)
6. customThe organic phases are collected
7. dry with materialdried over anhydrous MgSO4
8. filtrationAfter filtration
9. customthe filtrate is evaporated to dryness
10. dissolutionthe residual oil is dissolved in THF (50 mL)
11. additionSodium borohydride (2 g) and boron trifluoride etherate (2 mL) are added
12. temperaturethe mixture is heated
13. temperatureat reflux for 18 hours
14. customThe solvent is then removed by evaporation under reduced pressure
15. additionby adding 6N HCl
16. extractionextracted with chloroform (3×30 mL)
17. customThe organic phases are collected
18. dry with materialdried over anhydrous MgSO4
19. filtrationAfter filtration
20. customthe filtrate is evaporated to dryness