[CH3:1][S:2]([N:5]1[C:13]2[CH2:12][CH:11]([C:14]3[S:15][CH:16]=[CH:17][CH:18]=3)[CH2:10][C:9](=O)[C:8]=2[C:7]([CH3:20])=[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[S:15][CH:16]=[CH:17][CH:18]=2)[CH2:12][C:13]2[N:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH:6]=[C:7]([CH3:20])[C:8]1=2)[C:21]([NH2:23])=[NH:22]A mixture of 1-methanesulfonyl-3-methyl-6-(2-thienyl)-4,5,6,7-tetrahydroindol-4-one (0.20 g), aminoguanidine hydrochloride (0.075 g), concentrated hydrochloric acid (0.032 ml), water (0.032 ml) and ethanol (30 ml) was refluxed for 1 hour. Under reduced pressure, the solvent was evaporated, and the residue was recrystallized from ethanol to give 4-guanidinoimino-1-methanesulfonyl-3-methyl-6-(2-thienyl)-4,5,6,7-tetrahydroindole hydrochloride (Compound 18) (0.26 g) as colorless crystals.
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