Hydrochloric Acid → HCID 178429544, compound

HRID 1700678Notes

Reaction equation

HRID 1700678 reaction equation
[CH3:1][C:2]1[C:11]2[C:10](=O)[CH2:9][CH:8]([C:13]3[CH:17]=[CH:16][S:15][CH:14]=3)[CH2:7][C:6]=2[NH:5][C:4](=[O:18])[CH:3]=1.[C:19]([NH:22][NH2:23])([NH2:21])=[NH:20].[ClH:24].C(OCCO)C.Cl>>[ClH:24].[NH:22]([N:23]=[C:10]1[CH2:9][CH:8]([C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)[CH2:7][C:6]2[NH:5][C:4](=[O:18])[CH:3]=[C:2]([CH3:1])[C:11]1=2)[C:19]([NH2:21])=[NH:20]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8076Glycol monoethyl etherHCID 183175574-Methyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinoline-2,5-dioneHCID 178418668HCID 178418668, compound

Product 1

HCID 178429544HCID 178429544, compoundYield 44.2%

Conditions

Temperature
125 °C

Procedure

To a mixture of 4-methyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinoline-2,5-dione (0.155 g) and aminoguanidine hydrochloride (73 mg) were added 2-ethoxyethanol (2 ml) and 2N hydrochloric acid (0.3 ml), and the mixture was stirred at 125° C. for 13 hours and cooled. Precipitated crystals were filtered, washed with ethanol and dried to give 5-guanidinoimino-4-methyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinolin-2-one hydrochloride (Compound 138) (0.093 g) as colorless crystals.

Workup

  1. temperaturecooled
  2. customPrecipitated crystals
  3. filtrationwere filtered
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-c8c41337d0d14123821927365a26e681
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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