Hydrochloric Acid → HCID 178430974, compound

HRID 1700537Notes

Reaction equation

HRID 1700537 reaction equation
[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[C:7]([CH3:21])=[CH:6]1)(=[O:4])=[O:3].[C:22]([NH:25][NH2:26])([NH2:24])=[NH:23].[ClH:27].Cl.O>C(O)C>[ClH:27].[NH:25]([N:26]=[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]=[C:7]([CH3:21])[C:8]1=2)[C:22]([NH2:24])=[NH:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 18317470HCID 18317470, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178430974HCID 178430974, compoundYield 46.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-methanesulfonyl-3-methyl-6-phenyl-4,5,6,7-tetrahydroindol-4-one (0.41 g), aminoguanidine hydrochloride (0.16 g), concentrated hydrochloric acid (0.068 ml), water (0.068 ml) and ethanol (30 ml) was refluxed for 20 minutes. The reaction solution was allowed to stand in a refrigerator for 12 hours, and precipitated crystals were filtered, which were washed with ethanol and recrystallized from water to give 4-guanidinoimino-1-methanesulfonyl-3-methyl-6-phenyl-4,5,6,7-tetrahydroindole hydrochloride (Compound 13) (0.25 g) as colorless crystals.

Workup

  1. temperaturewas refluxed for 20 minutes
  2. customprecipitated crystals
  3. filtrationwere filtered
  4. washwhich were washed with ethanol
  5. customrecrystallized from water

Sources & evidence

ORD record
ord-07ed04ea9a6644dbbf0249f011d8004f
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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