Hydrochloric Acid → HCID 178479522, compound

HRID 1700571Notes

Reaction equation

HRID 1700571 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:20][C:19](=O)[C:11]3[C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][O:14][C:10]=3[CH2:9]2)=[CH:4][CH:3]=1.[C:22]([NH:25][NH2:26])([NH2:24])=[NH:23].[ClH:27].Cl>C(O)C>[ClH:27].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:20]/[C:19](=[N:26]\[NH:25][C:22]([NH2:24])=[NH:23])/[C:11]3[C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][O:14][C:10]=3[CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 183176886-(4-Fluorophenyl)-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran-4-oneHCID 178418668HCID 178418668, compound

Product 1

HCID 178479522HCID 178479522, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 6-(4-fluorophenyl)-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.25 g) and aminoguanidine hydrochloride (93 mg) were ethanol (20 ml) and 6N hydrochloric acid (0.072 ml), and the mixture was stirred at 90° C. for 4 hours and cooled. The reaction solution was concentrated under reduced pressure, and the residue was washed with ethanol, ethyl acetate and isopropylether, and dried to give (E)-6-(4-fluorophenyl)-4-guanidinoimino-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 51) (0.20 g).

Workup

  1. temperaturecooled
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. washthe residue was washed with ethanol, ethyl acetate and isopropylether
  4. customdried

Sources & evidence

ORD record
ord-bf33958d6d28477ab2e2478ffa8cc97b
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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