Hydrochloric Acid → HCID 178479517, compound

HRID 1700625Notes

Reaction equation

HRID 1700625 reaction equation
[C:1]([C:4]1[C:8]2[C:9](=O)[CH2:10][CH:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:12][C:7]=2[O:6][CH:5]=1)(=[O:3])[NH2:2].[C:20]([NH:23][NH2:24])([NH2:22])=[NH:21].[ClH:25].Cl>C(O)C>[ClH:25].[C:1]([C:4]1[C:8]2/[C:9](=[N:24]/[NH:23][C:20]([NH2:22])=[NH:21])/[CH2:10][CH:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:12][C:7]=2[O:6][CH:5]=1)(=[O:3])[NH2:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317351HCID 18317351, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178479517HCID 178479517, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 3-carbamoyl-6-phenyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.24 g) and aminoguanidine hydrochloride (104 mg) were added ethanol (20 ml) and 6N hydrochloric acid (0.081 ml), and the mixture was stirred at 90° C. for 2 hours and cooled. Precipitated crystals were washed with ethanol and isopropylether, and dried to give (E)-3-carbamoyl-4-guanidinoimino-6-phenyl-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 107) (0.28 g).

Workup

  1. temperaturecooled
  2. customPrecipitated crystals
  3. washwere washed with ethanol and isopropylether
  4. customdried

Sources & evidence

ORD record
ord-6269217aebe8413daea75cfcd7128e32
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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