Hydrochloric Acid → HCID 178493588, compound

HRID 2404575Notes

Reaction equation

HRID 2404575 reaction equation
C([N:4]1[C:8](=[O:9])[CH:7]=[C:6]([O:10][CH3:11])[N:5]1[C:12]1[CH:17]=[C:16]([S:18][CH2:19][C:20]([F:23])([F:22])[F:21])[C:15]([CH3:24])=[CH:14][C:13]=1[F:25])(=O)C.[OH-].[K+].Cl>O1CCCC1>[F:25][C:13]1[CH:14]=[C:15]([CH3:24])[C:16]([S:18][CH2:19][C:20]([F:23])([F:21])[F:22])=[CH:17][C:12]=1[N:5]1[C:6]([O:10][CH3:11])=[CH:7][C:8]([OH:9])=[N:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 68484867HCID 68484867, compound

Product 1

HCID 178493588HCID 178493588, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Then, 0.65 g of 2-acetyl-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-5-methoxypyrazol-3-one was dissolved in 20 mL of tetrahydrofuran, and 0.2 g of potassium hydroxide was added, followed by stirring at room temperature for 2 hours. Concentrated hydrochloric acid was added to adjust pH to 3, the solvent was distilled off under reduced pressure, and extraction with ethyl acetate was carried out. The organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 0.57 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-hydroxy-5-methoxypyrazole.

Workup

  1. distillationthe solvent was distilled off under reduced pressure, and extraction with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f4b41d2cccc142f0a8c7b9ebfdb31eb4
Source dataset
uspto-grants-2014_08
Patent number
US08802713B2

Reaction notes

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