Hydrochloric Acid → Efatutazone Dihydrochloride
Reaction equation
[NH2:1][C:2]1[C:34]([CH3:35])=[CH:33][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]3[N:14]=[C:13]([CH2:15][O:16][C:17]4[CH:30]=[CH:29][C:20]([CH2:21][CH:22]5[S:26][C:25](=[O:27])[NH:24][C:23]5=[O:28])=[CH:19][CH:18]=4)[N:12]([CH3:31])[C:11]=3[CH:32]=2)=[CH:4][C:3]=1[CH3:36].[ClH:37]>C(OCC)(=O)C>[ClH:37].[ClH:37].[NH2:1][C:2]1[C:3]([CH3:36])=[CH:4][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]3[N:14]=[C:13]([CH2:15][O:16][C:17]4[CH:18]=[CH:19][C:20]([CH2:21][CH:22]5[S:26][C:25](=[O:27])[NH:24][C:23]5=[O:28])=[CH:29][CH:30]=4)[N:12]([CH3:31])[C:11]=3[CH:32]=2)=[CH:33][C:34]=1[CH3:35]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5-[4-[6-(4-amino-3 ,5-dimethylphenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione (0.25 g) and 4N hydrogen chloride in ethyl acetate (50 ml) was stirred at room temperature for 24 hours. The insoluble product was filtered and washed with ethyl acetate to afford the desired product (0.25 g, mp 165-175° C.).