反应详情

A mixture of N-(3-chlorophenyl)-2-(6-bromomethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide (compound 8, 0.2 g) and sodium iodide (0.065 g) in acetone was heated under reflux for 18 hours, then evaporated to give a residue which was redissolved in ether. The ethereal solution was washed in turn with saturated aqueous sodium thiosulphate solution and water, dried (magnesium sulphate) and evaporated under reduced pressure to leave a residue which was purified by dry column chromatography on silica, eluting with ethyl acetate/dichloromethane to give N-(3-chlorophenyl)-2-(2,3-dihydro-6-iodomethyl-4-oxo-5-phenyl-4H-2,3-oxazin-3-yl)-2-methylpropanamide (compound 9, 0.04 g) as a white solid, m.p. 134.6-136.6° C.

1. temperaturewas heated
2. temperatureunder reflux for 18 hours
3. customevaporated
4. customto give a residue which
5. washThe ethereal solution was washed in turn with saturated aqueous sodium thiosulphate solution and water
6. dry with materialdried (magnesium sulphate)
7. customevaporated under reduced pressure
8. customto leave a residue which
9. customwas purified
10. customby dry column chromatography on silica
11. washeluting with ethyl acetate/dichloromethane