[C:1]([CH:4]([CH:10]([C:16](=O)[CH3:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=O)[CH3:2].C(O)C.[BrH:22].[NH:23]([C:25]1[NH:26][CH2:27][CH2:28][N:29]=1)[NH2:24]>C(O)(=O)C>[BrH:22].[C:11]([C:10]1[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:1]([CH3:2])[N:24]([NH:23][C:25]2[NH:29][CH2:28][CH2:27][N:26]=2)[C:16]=1[CH3:17])([O:13][CH2:14][CH3:15])=[O:12]To a solution of 15 g. (0.0581 mole) of diethyl 2,3-diacetylsuccinate in 150 ml. of absolute ethanol, 1.2 ml. of glacial acetic acid is added. The mixture is gently refluxed for 5 minutes then 8.13 g. (0.0467 mole) of 2-hydrazino-4,5-dihydro-1H-imidazole hydrobromide is added. The mixture is refluxed for 20 hours, then the solvent is evaporated off. The obtained residue is recrystallized several times from isopropanol, and 6.3 g. of the title compound are recovered. M.p. 172°-4°C.
Loading…