Potassium ethylxanthate → HCID 178488034, compound

HRID 2368093Notes

Reaction equation

HRID 2368093 reaction equation
[NH2:1][C:2]1[C:7]([OH:8])=[C:6]([F:9])[C:5]([O:10][CH3:11])=[CH:4][CH:3]=1.C(O[C:15]([S-])=[S:16])C.[K+]>C(O)C>[F:9][C:6]1[C:7]2[O:8][C:15]([SH:16])=[N:1][C:2]=2[CH:3]=[CH:4][C:5]=1[O:10][CH3:11]

Participants

4

Reactant 2

HCID 2735045Potassium ethylxanthateHCID 575174891344684-73-6

Product 1

HCID 178488034HCID 178488034, compoundYield 52.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 6-amino-2-fluoro-3-methoxyphenol (220 mg) in ethanol (10 mL) was added potassium ethylxanthate (450 mg), and the mixture was stirred at 80° C. for 64 hr. After allowing to cool to room temperature, the mixture was concentrated under reduced pressure. The obtained residue was dissolved in water, and the solution was acidified with 1 M hydrochloric acid. After stirring for 10 min, the mixture was extracted with ethyl acetate, and the obtained organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (147 mg).

Workup

  1. temperatureto cool to room temperature
  2. concentrationthe mixture was concentrated under reduced pressure
  3. dissolutionThe obtained residue was dissolved in water
  4. stirringAfter stirring for 10 min
  5. extractionthe mixture was extracted with ethyl acetate
  6. washthe obtained organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a56f6efa2ec64a548d59fb6a1c0b6c2d
Source dataset
uspto-grants-2014_04
Patent number
US08703758B2

Reaction notes

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