Potassium Carbonate → HCID 20559535, compound

HRID 1659593Notes

Reaction equation

HRID 1659593 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([NH2:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].[C:14]([O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:32])[CH2:30]Br)=[CH:25][C:24]=1[S:33][CH3:34])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(#N)C>[C:14]([O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:32])[CH2:30][NH:5][C:3](=[O:4])[C:2]([F:7])([F:6])[F:1])=[CH:25][C:24]=1[S:33][CH3:34])(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 67717TrifluoroacetamideHCID 1280590766264-75-3

Product 1

HCID 20559535HCID 20559535, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Add trifluoroacetamide (6.8 g=60 mmol) and potassium carbonate (8.0 g=60 mmol) to a solution of 4'-benzoyloxy-3'-methylthio-2-bromoacetophenone (11.0 g=30 mmol) in 200 ml acetonitrile. Reflux for 16 hours, allow to cool, filter, and concentrate. Dissolve the residue in ethyl acetate, wash with 1.0 N sodium hydroxide, then water. Dry, concentrate and treat the residue with ether to obtain the product as a yellow solid.

Workup

  1. temperatureReflux for 16 hours
  2. temperatureto cool
  3. filtrationfilter
  4. concentrationconcentrate
  5. dissolutionDissolve the residue in ethyl acetate
  6. washwash with 1.0 N sodium hydroxide
  7. customDry
  8. concentrationconcentrate
  9. additiontreat the residue with ether

Sources & evidence

ORD record
ord-fd91ae56df4a4fce9e73e71c047e4442
Source dataset
uspto-grants-1981_12
Patent number
US04304790

Reaction notes

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