Hydrochloric Acid → HCID 178437171, compound

HRID 1700527Notes

Reaction equation

HRID 1700527 reaction equation
[CH2:1]([C:3]1[C:11]2[C:10](=O)[CH2:9][CH:8]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:7][C:6]=2[NH:5][CH:4]=1)[CH3:2].[C:19]([NH:22][NH2:23])([NH2:21])=[NH:20].[ClH:24].Cl.O>C(O)C>[ClH:24].[CH2:1]([C:3]1[C:11]2[C:10](=[N:23][NH:22][C:19]([NH2:21])=[NH:20])[CH2:9][CH:8]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:7][C:6]=2[NH:5][CH:4]=1)[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 18317732HCID 18317732, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178437171HCID 178437171, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-ethyl-6-phenyl-4,5,6,7-tetrahydroindol-4-one (0.5 g), aminoguanidine hydrochloride (0.25 g), concentrated hydrochloric acid (0.1 ml), water (0.1 ml) and ethanol (30 ml) was refluxed for 7 hours, and to the mixture was added 1N hydrochloric acid (0.1 ml). Under reduced pressure, the solvent was evaporated. The resulting crystals were washed with water and recrystallized from ethanol to give 3-ethyl-4-guanidinoimino-6-phenyl-4,5,6,7-tetrahydroindole hydrochloride (Compound 3) (0.22 g) as colorless crystals.

Workup

  1. temperaturewas refluxed for 7 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. washThe resulting crystals were washed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b64fd055d2c64a159c179b7f859fca85
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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