Hydrochloric Acid → HCID 178431134, compound

HRID 1700560Notes

Reaction equation

HRID 1700560 reaction equation
[CH3:1][C:2]1[C:6]2[C:7](=O)[CH2:8][CH:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:17]([F:20])([F:19])[F:18])[CH2:10][C:5]=2[O:4][CH:3]=1.[C:22]([NH:25][NH2:26])([NH2:24])=[NH:23].[ClH:27].Cl>C(O)C>[ClH:27].[NH:25](/[N:26]=[C:7]1\[CH2:8][CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:20])([F:19])[F:18])[CH2:10][C:5]2[O:4][CH:3]=[C:2]([CH3:1])[C:6]\1=2)[C:22]([NH2:24])=[NH:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317733HCID 18317733, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178431134HCID 178431134, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 3-methyl-6-(2-trifluoromethylphenyl)-4,5,6,7-tetrahydrobenzofuran-4-one (0.28 g) and aminoguanidine hydrochloride (105 mg) were added ethanol (20 ml) and 6N hydrochloric acid (0.082 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)-4-guanidinoimino-3-methyl-6-(2-trifluoromethylphenyl)-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 39) (0.21 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-e6187df180574460afebdb298d8122dd
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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