反应详情

To a suspension of N-[6-(2-fluoro-4-nitrophenoxy)-1,3-benzothiazol-2-yl]cyclopropanecarboxamide (1.15 g, 3.07 mmol) in ethanol (50 mL)/water (10 mL) were added ammonium chloride (1.64 g, 30.7 mmol) and reduced iron (856 g, 15.3 mmol), and the mixture was heated under reflux for 4 hr. The reaction mixture was cooled to room temperature, filtered through celite, and washed with a mixed solution of ethanol/water. The solvent was evaporated under reduced pressure, 1N aqueous sodium hydroxide solution was added to the residue, and the mixture was extracted 3 times with ethyl acetate/tetrahydrofuran. The combined organic layer was dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate/diisopropyl ether and collected by filtration to give the title compound (644 mg, 61%) as a pale-yellow solid.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 4 hr
3. filtrationfiltered through celite
4. washwashed with a mixed solution of ethanol/water
5. customThe solvent was evaporated under reduced pressure, 1N aqueous sodium hydroxide solution
6. additionwas added to the residue
7. extractionthe mixture was extracted 3 times with ethyl acetate/tetrahydrofuran
8. dry with materialThe combined organic layer was dried over anhydrous sodium sulfate
9. filtrationfiltered
10. customThe solvent was evaporated under reduced pressure
11. washthe residue was washed with ethyl acetate/diisopropyl ether
12. filtrationcollected by filtration