Ethanol → Ethyl 10-ethoxy-5-hydroxy-9-methoxycarbonylbenzo[alpha]-phenazine-6-carboxylate

反応式

O[C:2]1[C:11](=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:13])[C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].[NH2:19][C:20]1[C:29]([NH2:30])=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[C:22]([O:31][CH2:32][CH3:33])[CH:21]=1.C(O)C>CN(C)C=O>[CH2:32]([O:31][C:22]1[C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:28][C:29]2[C:20]([CH:21]=1)=[N:19][C:11]1[C:2](=[C:3]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:4]([OH:13])=[C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:10]3=1)[N:30]=2)[CH3:33]

参加物

実験手順

To a solution of 895 mg of ethyl 3-hydroxy-1,4-dihydro1,4-dioxo-2-naphthoate in 10 ml of N,N-dimethylformamide was added 620 mg of N,N'-carbonyldiimidazole, and the mixture was stirred at room temperature for 2 hours. To the mixture was added the crude methyl 4,5-diamino-2-ethoxybenzoate in 10 ml of N,N-dimethyl-formamide under ice cooling, and the mixture was stirred at room temperature overnight. To the reaction solution was added 200 ml of ethanol, and then the resulting precipitate was collected by filtration and recrystallized from chloroform - ethanol to give the title compound, m.p. 270°-273° C., yield of 531 mg.