Hydrochloric Acid → HCID 178429285, compound

HRID 1700677Notes

Reaction equation

HRID 1700677 reaction equation
[CH3:1][N:2]1[C:11]2[CH2:10][CH:9]([C:12]3[CH:16]=[CH:15][S:14][CH:13]=3)[CH2:8][C:7](=O)[C:6]=2[C:5]([CH3:18])=[CH:4][C:3]1=[O:19].[C:20]([NH:23][NH2:24])([NH2:22])=[NH:21].[ClH:25].Cl>C(O)C>[ClH:25].[CH3:1][N:2]1[C:11]2[CH2:10][CH:9]([C:12]3[CH:16]=[CH:15][S:14][CH:13]=3)[CH2:8][C:7](=[N:24][NH:23][C:20]([NH2:22])=[NH:21])[C:6]=2[C:5]([CH3:18])=[CH:4][C:3]1=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 183173001,4-Dimethyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinoline-2,5-dioneHCID 178418668HCID 178418668, compound

Product 1

HCID 178429285HCID 178429285, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 1,4-dimethyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinoline-2,5-dione (0.1 g) and aminoguanidine hydrochloride (41 mg) were added ethanol (3 ml) and 2N hydrochloric acid (0.2 ml), and the mixture was refluxed for 4 hours and concentrated under reduced pressure. To the residue was added ethanol (1 ml), and precipitated crystals were filtered, washed with ethanol and dried to give 1,4-dimethyl-5-guanidinoimino-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinolin-2-one hydrochloride (Compound 137) (0.125 g) as colorless crystals.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue was added ethanol (1 ml)
  4. customprecipitated crystals
  5. filtrationwere filtered
  6. washwashed with ethanol
  7. customdried

Sources & evidence

ORD record
ord-2b9f715f11754c7b8dcc7857f7cb1b2d
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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