Hydrochloric Acid → HCID 178479515, compound

HRID 1700617Notes

Reaction equation

HRID 1700617 reaction equation
[C:1]1([CH:7]2[CH2:16][C:15]3[NH:14][C:13](=[O:17])[CH:12]=[CH:11][C:10]=3[C:9](=O)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]([NH:22][NH2:23])([NH2:21])=[NH:20].[ClH:24].Cl.O>C(O)C>[ClH:24].[NH:22]([N:23]=[C:9]1[CH2:8][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:16][C:15]2[NH:14][C:13](=[O:17])[CH:12]=[CH:11][C:10]1=2)[C:19]([NH2:21])=[NH:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 135724197-Phenyl-7,8-dihydroquinoline-2,5(1H,6H)-dioneHCID 178418668HCID 178418668, compound

Product 1

HCID 178479515HCID 178479515, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7-phenyl-1,2,5,6,7,8-hexahydroquinoline-2,5-dione (0.19 g), aminoguanidine hydrochloride (0.092 g), concentrated hydrochloric acid (0.04 ml), water (0.04 ml) and ethanol (20 ml) was refluxed for 1 hour. Under reduced pressure, the solvent was evaporated, and the residue was recrystallized from ethanol to give 5-guanidinoimino-7-phenyl-1,2,5,6,7,8-hexahydroquinolin-2-one hydrochloride (Compound 99) (0.21 g) as colorless crystals.

Workup

  1. temperaturewas refluxed for 1 hour
  2. customUnder reduced pressure, the solvent was evaporated
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-589ecc32d78a4742a22cc7c28f8363a5
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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