Hydrochloric Acid → HCID 178479512, compound

HRID 1700535Notes

Reaction equation

HRID 1700535 reaction equation
[C:1]([N:9]1[C:17]2[CH2:16][CH:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:14][C:13](=O)[C:12]=2[CH:11]=[CH:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25]([NH:28][NH2:29])([NH2:27])=[NH:26].[ClH:30].Cl.O>C(O)C>[ClH:30].[C:1]([N:9]1[C:17]2[CH2:16][CH:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:14][C:13](=[N:29][NH:28][C:25]([NH2:27])=[NH:26])[C:12]=2[CH:11]=[CH:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 18317495HCID 18317495, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178479512HCID 178479512, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-benzoyl-6-phenyl-4,5,6,7-tetrahydroindol-4-one (0.68 g), aminoguanidine hydrochloride (0.26 g), concentrated hydrochloric acid (0.11 ml), water (0.11 ml) and ethanol (50 ml) was refluxed for 30 minutes. Under reduced pressure, the solvent was evaporated, and the residue was washed with water to give crystals, which were recrystallized from ethanol to give 1-benzoyl-4-guanidinoimino-6-phenyl-4,5,6,7-tetrahydroindole hydrochloride (Compound 11) (0.83 g) as colorless crystals.

Workup

  1. temperaturewas refluxed for 30 minutes
  2. customUnder reduced pressure, the solvent was evaporated
  3. washthe residue was washed with water
  4. customto give crystals, which
  5. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-28144afedaa44c57937833371f35fc26
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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