Acetic Acid → HCID 15407380, compound

HRID 850066Notes

Reaction equation

HRID 850066 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH:15]([CH3:17])[CH3:16])=[C:9]([C:18]#[N:19])[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:20]([O:22]CC)=[O:21].[OH-].[Na+].O.C(O)(=O)C>C(O)C>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH:15]([CH3:17])[CH3:16])=[C:9]([C:18]#[N:19])[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:20]([OH:22])=[O:21]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 15406550HCID 15406550, compound

Product 1

HCID 15407380HCID 15407380, compoundYield 43.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution (10 ml) of ethyl 5-amino-1-(3-cyano-4-isobutoxyphenyl)-pyrazole-4-carboxylate (1 g) in ethanol was added 5 N aqueous sodium hydroxide solution (1 ml) with string, and the mixture was refluxed under heating for 2 hours. After the completion of the reaction, the reaction mixture was poured into water, and the mixture was neutralized with acetic acid. The precipitated crystals were recrystallized from a mixed solvent of dioxane and water to give 0.4 g of 5-amino-1-(3-cyano-4-isobutoxyphenyl)pyrazole-4-carboxylic acid, melting point 204° C. (decomposition).

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. customAfter the completion of the reaction
  4. customThe precipitated crystals were recrystallized from a mixed solvent of dioxane and water

Sources & evidence

ORD record
ord-11b8b66803264dc6b04643365542923c
Source dataset
uspto-grants-2000_01
Patent number
US06015829

Reaction notes

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