Potassium Hydroxide → HCID 10782496, compound

HRID 654789Notes

Reaction equation

HRID 654789 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:21]([O:23]CC)=[O:22])=[N:9]2)=[CH:4][CH:3]=1.[OH-].[K+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:21]([OH:23])=[O:22])=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 10760718HCID 10760718, compound

Product 1

HCID 10782496HCID 10782496, compoundYield 60.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl 1-(4-fluorophenyl)-5-[4-(methylthio)phenyl]pyrazole-3-carboxylate (3.6 g) and potassium hydroxide (2 g) in methanol (50 ml) was refluxed for 30 minutes. The solvent was evaporated. The residue was dissolved in water and washed with chloroform. The aqueous layer was acidified with dilute hydrochloric acid and extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate, and concentrated. The residue obtained was recrystallized from ethanol to give crystals of 1-(4-fluorophenyl)-5-[4-(methylthio)phenyl]pyrazole-3-carboxylic acid (2 g).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. customThe solvent was evaporated
  3. dissolutionThe residue was dissolved in water
  4. washwashed with chloroform
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated
  9. customThe residue obtained
  10. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-1a67d6f7abec472ba676c4d49f299177
Source dataset
uspto-grants-1992_07
Patent number
US05134142

Reaction notes

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