Hydrochloric Acid → HCID 178479524, compound

HRID 1700574Notes

Reaction equation

HRID 1700574 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]1[CH2:18][C:17](=O)[C:9]2[C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][O:12][C:8]=2[CH2:7]1.[C:20]([NH:23][NH2:24])([NH2:22])=[NH:21].[ClH:25].Cl>C(O)C>[ClH:25].[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]1[CH2:18]/[C:17](=[N:24]\[NH:23][C:20]([NH2:22])=[NH:21])/[C:9]2[C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][O:12][C:8]=2[CH2:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317762HCID 18317762, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178479524HCID 178479524, compoundYield 40.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 6-(2-furyl)-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.22 g) and aminoguanidine hydrochloride (90 mg) were ethanol (16 ml) and 6N hydrochloric acid (0.070 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-(2-furyl)-4-guanidinoimino-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 54) (0.12 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-33883a9c3afb420cb45b8ab808c93ea8
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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