[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])([O-])=O.[ClH:16]>CO.[Pd]>[ClH:16].[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14]To a solution of N-(2-nitrophenyl)-N',N'-dimethylethylenediamine (149.2 g) in methanol (1500 ml) were added concentrated hydrochloric acid (60 ml) and 10% palladium-on-carbon (15 g). The reaction mixture was stirred under a hydrogen atmosphere at atmospheric pressure for 5.5 hours. The reaction mixture was then filtered and concentrated under reduced pressure to give 149.2 g of N-(2-aminophenyl)-N',N'-dimethylethylenediamine hydrochloride.
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