Hydrochloric Acid → HCID 178470012, compound

HRID 1700576Notes

Reaction equation

HRID 1700576 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:21][C:20](=O)[C:11]2[C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:13][O:14][C:10]=2[CH2:9]1.[C:23]([NH:26][NH2:27])([NH2:25])=[NH:24].Cl.Cl>C(O)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:21]/[C:20](=[N:27]\[NH:26][C:23]([NH2:25])=[NH:24])/[C:11]2[C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:13][O:14][C:10]=2[CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317463HCID 18317463, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178470012HCID 178470012, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 6-(2-chlorophenyl)-3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzofuran-4-one (0.14 g) and aminoguanidine hydrochloride (49 mg) were ethanol (9 ml) and 6N hydrochloric acid (0.038 ml), and the mixture was stirred at 90° C. for 2 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-chlorophenyl)-3-ethoxycarbonyl-4-guanidinoimino-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 56) (90 mg).

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-3acc5377b05246e98973edddd2b7768f
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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