Hydrochloric Acid → HCID 178504926, compound

HRID 1700536Notes

Reaction equation

HRID 1700536 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[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]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 18317425HCID 18317425, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178504926HCID 178504926, compoundYield 77.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

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.

Workup

  1. temperaturewas refluxed for 20 minutes
  2. customUnder reduced pressure, the solvent was evaporated
  3. washthe residue was washed with water
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1b0301d394304efca45bbba0cfe75964
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

Loading…