Hydrochloric Acid → 5-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid

HRID 1731270Notes

Reaction equation

HRID 1731270 reaction equation
[Cl:1][C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[C:8]([O:10]CC)=[O:9].[OH-].[K+].C(O)C.Cl>O>[Cl:1][C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[C:8]([OH:10])=[O:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 2758821Ethyl 5-Chloro-1-methyl-1H-pyrazole-4-carboxylate

Product 1

HCID 27357745-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid, ethyl ester (13 grams, 0.07 mole) and potassium hydroxide (7.8 grams, 0.14 mole) were combined in 75 ml. of ethanol and refluxed for six hours. The solution was cooled, poured over water, acidified with concentrated hydrochloric acid, and the precipitated solid collected, dried, and recrystallized from water. The resulting 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid was obtained in the amount of 5.4 grams and melted at 195°-197° C.

Workup

  1. temperatureThe solution was cooled
  2. customthe precipitated solid collected
  3. customdried
  4. customrecrystallized from water

Sources & evidence

ORD record
ord-4250428618d14b3b878acef53985b60c
Source dataset
uspto-grants-1986_11
Patent number
US04620865

Reaction notes

Loading…