反应详情

5-(2-Bromoethoxy)benzofurazan (87 mg, 0.36 mmol), 3,4-Dihydro-6-methanesulfonamidospiro[(2H)-1-benzopyran-2,4'-piperidine]-4-one hydrochloride (125 mg, 0.36 mmol), sodium bicarbonate (91 mg, 1.08 mmol) and potassium iodide (30 mg, 0.18 mmol) in acetonitrile (4 ml) were heated under reflux for 24 hr, cooled and aqueous sodium bicarbonate (saturated, 10 ml) was added. The mixture was extracted with dichloromethane (3×10 ml) and the combined organic fractions were dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with CH2Cl2 /MeOH/NH3 (97:3:0.3), to give a yellow foam which was dissolved in EtOAc (2 ml). Ethanolic HCl (Ca. 1M, 2 ml) was added, the mixture was stirred for 2 h. and the solid was collected and dried in vacuo to give the hydrochloride as a white solid (114 mg, 62%), m.p.>250° C.

1. temperatureunder reflux for 24 hr
2. temperaturecooled
3. extractionThe mixture was extracted with dichloromethane (3×10 ml)
4. dry with materialthe combined organic fractions were dried (Na2SO4)
5. customevaporated under reduced pressure
6. customThe residue was purified by flash column chromatography on silica gel
7. washeluting with CH2Cl2 /MeOH/NH3 (97:3:0.3)
8. customto give a yellow foam which
9. customthe solid was collected
10. customdried in vacuo