Hydrochloric Acid → HCID 178479516, compound

HRID 1700570Notes

Reaction equation

HRID 1700570 reaction equation
[C:1]1([CH:7]2[CH2:19][C:18](=O)[C:10]3[C:11]([C:14]([F:17])([F:16])[F:15])=[CH:12][O:13][C:9]=3[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]([NH:24][NH2:25])([NH2:23])=[NH:22].[ClH:26].Cl>C(O)C>[ClH:26].[NH:24](/[N:25]=[C:18]1\[CH2:19][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][C:9]2[O:13][CH:12]=[C:11]([C:14]([F:17])([F:16])[F:15])[C:10]\1=2)[C:21]([NH2:23])=[NH:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317500HCID 18317500, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178479516HCID 178479516, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
900 °C

Procedure

To 6-phenyl-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.13 g) and aminoguanidine hydrochloride (51 mg) were added ethanol (10 ml) and 6N hydrochloric acid (0.04 ml), and the mixture was stirred at 900° 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)-4-guanidinoimino-6-phenyl-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 50) (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-b150b4636a214599a02bfac9b7dd694e
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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