Hydrochloric Acid → HCID 178479510, compound

HRID 1700573Notes

Reaction equation

HRID 1700573 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:20][C:19](=O)[C:11]2[C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][O:14][C:10]=2[CH2:9]1.[C:22]([NH:25][NH2:26])([NH2:24])=[NH:23].[ClH:27].Cl>C(O)C>[ClH:27].[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:20]/[C:19](=[N:26]\[NH:25][C:22]([NH2:24])=[NH:23])/[C:11]2[C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][O:14][C:10]=2[CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317759HCID 18317759, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178479510HCID 178479510, compoundYield 35.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 6-(2-bromophenyl)-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.29 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-bromophenyl)-4-guanidinoimino-3-trifluoromethyl-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 53) (0.13 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-167e8967e0674b21b1178f69be652414
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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