Hydrochloric Acid → HCID 178424175, compound

HRID 1700572Notes

Reaction equation

HRID 1700572 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[C:7]2[C:8](=O)[CH2:9][CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[CH3:18])[CH2:11][C:6]=2[O:5][CH:4]=1.[C:22]([NH:25][NH2:26])([NH2:24])=[NH:23].[ClH:27].Cl.O>C(O)C>[ClH:27].[F:1][C:2]([F:21])([F:20])[C:3]1[C:7]2[C:8](=[N:26][NH:25][C:22]([NH2:24])=[NH:23])[CH2:9][CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[CH3:18])[CH2:11][C:6]=2[O:5][CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 183174843-Trifluoromethyl-6-(2-methylphenyl)-4,5,6,7-tetrahydrobenzofuran-4-oneHCID 178418668HCID 178418668, compound

Product 1

HCID 178424175HCID 178424175, compoundYield 40.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-trifluoromethyl-6-(2-methylphenyl)-4,5,6,7-tetrahydrobenzofuran-4-one (0.15 g), aminoguanidine hydrochloride (0.06 g), concentrated hydrochloric acid (0.025 ml), water (0.025 ml) and ethanol (30 ml) was refluxed for 6 hours. Under reduced pressure, the solvent was evaporated, and the residue was recrystallized from ethanol-ethyl acetate to give 3-trifluoromethyl-4-guanidinoimino-6-(2-methylphenyl)-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 52) (0.08 g) as colorless crystals.

Workup

  1. temperaturewas refluxed for 6 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. customthe residue was recrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-082cbdcf259b4ece9f9d3758dafe4833
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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