Hydrochloric Acid → HCID 178421655, compound

HRID 1700680Notes

Reaction equation

HRID 1700680 reaction equation
[Cl:1][C:2]1[C:3](=[O:21])[N:4]([CH3:20])[C:5]2[CH2:6][CH:7]([C:14]3[CH:18]=[CH:17][S:16][C:15]=3[Cl:19])[CH2:8][C:9](=O)[C:10]=2[C:11]=1[CH3:12].[C:22]([NH:25][NH2:26])([NH2:24])=[NH:23].Cl.C(OCCO)C.Cl>>[ClH:1].[Cl:1][C:2]1[C:3](=[O:21])[N:4]([CH3:20])[C:5]2[CH2:6][CH:7]([C:14]3[CH:18]=[CH:17][S:16][C:15]=3[Cl:19])[CH2:8][C:9](=[N:26][NH:25][C:22]([NH2:24])=[NH:23])[C:10]=2[C:11]=1[CH3:12]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8076Glycol monoethyl etherHCID 18317574HCID 18317574, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178421655HCID 178421655, compoundYield 64.3%

Conditions

Temperature
135 °C

Procedure

To a mixture of 3-chloro-7-(2-chlorothiophen-3-yl)-1,4-dimethyl-1,2,5,6,7,8-hexahydroquinoline-2,5-dione (0.098 g) and aminoguanidine hydrochloride (32 mg) were added 2-ethoxyethanol (1.5 ml) and concentrated hydrochloric acid (0.05 ml), and the mixture was stirred at 135° C. for 1 hour and cooled. Precipitated crystals were filtered, washed with methanol and dried to give 3-chloro-7-(2-chlorothiophen-3-yl)-5-guanidinoimino-1,4-dimethyl-1,2,5,6,7,8-hexahydroquinolin-2-one hydrochloride (Compound 140) (0.04 g) as crystals.

Workup

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

Sources & evidence

ORD record
ord-9f10f558e82f4469891bde88cc9e2586
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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