[CH3:1][S:2]([N:5]1[C:13]2[CH2:12][CH:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:10][C:9](=O)[C:8]=2[CH:7]=[CH:6]1)(=[O:4])=[O:3].[C:21]([NH:24][NH2:25])([NH2:23])=[NH:22].[ClH:26].Cl.O>C(O)C>[ClH:26].[NH:24]([N:25]=[C:9]1[CH2:10][CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:12][C:13]2[N:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH:6]=[CH:7][C:8]1=2)[C:21]([NH2:23])=[NH:22]A mixture of 1-methanesulfonyl-6-phenyl-4,5,6,7-tetrahydroindol-4-one (0.40 g), aminoguanidine hydrochloride (0.17 g), concentrated hydrochloric acid (0.069 ml), water (0.069 ml) and ethanol (40 ml) was refluxed for 20 minutes. Under reduced pressure, the solvent was evaporated, and the residue was washed with water, dried and recrystallized from ethanol to give 4-guanidinoimino-1-methanesulfonyl-6-phenyl-4,5,6,7-tetrahydroindole hydrochloride (Compound 12) (0.41 g) as colorless crystals.
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