Hydrochloric Acid → HCID 13821933, compound

HRID 1731261Notes

Reaction equation

HRID 1731261 reaction equation
[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14]([O:16]CC)=[O:15].[OH-].[K+].Cl>C(O)C>[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14]([OH:16])=[O:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13802161Ethyl 5-chloro-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 13821933HCID 13821933, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7.8 g of 5-chloro-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylic acid, ethyl ester and 3.0 g of potassium hydroxide in 200 ml of 3A ethanol was refluxed for four hours. The solution was poured into ice water and acidified with hydrochloric acid. The aqueous acid solution was extracted with ethyl acetate. The organic phase was washed with water, dried, and concentrated under vacuum. The residue was recrystallized from ethanol to afford 5.7 g of 5-chloro-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylic acid. Yield 80%. mp=209°-211° C.

Workup

  1. temperaturewas refluxed for four hours
  2. extractionThe aqueous acid solution was extracted with ethyl acetate
  3. washThe organic phase was washed with water
  4. customdried
  5. concentrationconcentrated under vacuum
  6. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-3ab39a67be364aada3382129e4e188ab
Source dataset
uspto-grants-1986_11
Patent number
US04620865

Reaction notes

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