反应详情

To a solution of hydroxy phthalimide (3.6 mmol) in anhydrous DMF was added sodium anhydride 60% in mineral oil (3.6 mmol). The solution was stirred for 20 minutes at room temperature. To this solution was added compound 41 (3.0 mmol). The reaction mixture was stirred at room temperature for two hours and the solvent was removed in vacuo. To the residue was added 100 mL of ethyl acetate. The organic layer was washed with water and brine, then dried over MgSO4. Ethyl acetate was removed in vacuo. A white solid was afforded in 70% yield. The white solid was added to a mixture of hydrazine and ethyl alcohol. The mixture was stirred for 2 hours under reflux. The solution was concentrated down in vacuo. To the concentrated solution was added water. A white precipitate was formed, filtered out, and washed with extra water. The white solid was collected and dried to give a white solid product 56 in 85% yield. MS (ES+): 282; Mp: 294-296° C.; 1H-NMR (DMSO-d6, 400 MHz): 12.64 (s, 1H), 8.04 (d, J=2.0 Hz, 1H), 7.92-7.86 (m, 2H), 7.73 (dd, J=7.5 and 2.0 Hz, 1H), 7.50 (dd, J=8.5 and 2.0 Hz, 1H), 7.41 (d, J=8.5 Hz, 1H), 4.64 (s, 2H); MS: (ES+): 282; Anal. Calcd. for C15H11N3O3: C, 64.05; H, 3.94; N, 14.94. Found: C, 64.24; H, 4.00; N, 14.97.

1. stirringThe reaction mixture was stirred at room temperature for two hours
2. customthe solvent was removed in vacuo
3. additionTo the residue was added 100 mL of ethyl acetate
4. washThe organic layer was washed with water and brine
5. dry with materialdried over MgSO4
6. customEthyl acetate was removed in vacuo
7. customA white solid was afforded in 70% yield
8. stirringThe mixture was stirred for 2 hours
9. temperatureunder reflux
10. concentrationThe solution was concentrated down in vacuo
11. additionTo the concentrated solution was added water
12. customA white precipitate was formed
13. filtrationfiltered out
14. washwashed with extra water
15. customThe white solid was collected
16. customdried