Potassium Carbonate → HCID 19759988, compound

HRID 1586884Notes

Reaction equation

HRID 1586884 reaction equation
Cl.[NH2:2][C:3]1[CH:9]=[CH:8][C:6]([OH:7])=[CH:5][C:4]=1[OH:10].[F:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=O)=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1.O>[F:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]2[O:10][C:4]3[CH:5]=[C:6]([OH:7])[CH:8]=[CH:9][C:3]=3[N:2]=2)=[CH:14][CH:13]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 678794-Fluorobenzoyl chlorideHCID 134088224-Aminobenzene-1,3-diol hydrochloride

Product 1

HCID 19759988HCID 19759988, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

4-Aminoresorcinol HCl salt (1.61 g) is dissolved in 10 ml of NMP under nitrogen atmosphere. 4-Fluorobenzoyl chloride (1.91 g) is added all at once and the mixture is heated under reflux for approximately 2 hours. After reflux, the mixture is allowed to cool and is diluted with 60 ml of water. Potassium carbonate (3.5 g) is added and the mixture is stirred. The resulting precipitate is filtered and recrystallized from ethanol and water to yield 1.85 g of the above-named product. The product melts at 225° C.-227° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for approximately 2 hours
  3. temperatureAfter reflux
  4. temperatureto cool
  5. filtrationThe resulting precipitate is filtered
  6. customrecrystallized from ethanol and water

Sources & evidence

ORD record
ord-2cbaa3fa4482421cbf53d1c2a6fea74c
Source dataset
uspto-grants-1993_06
Patent number
US05216110

Reaction notes

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