Acetic Acid → HCID 15407395, compound

HRID 850079Notes

Reaction equation

HRID 850079 reaction equation
[Cl: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>[Cl: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 19366020HCID 19366020, compound

Product 1

HCID 15407395HCID 15407395, compoundYield 51.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution (10 ml) of ethyl 5-chloro-1-(3-cyano-4-isobutoxyphenyl)-pyrazole-4-carboxylate (1.05 g) in ethanol was added 1 N aqueous sodium hydroxide solution (3.6 ml) with string, and the mixture was heated at 60° C. for 1 hour. After the completion of the reaction, the reaction mixture was pouted into water and neutralized with acetic acid. The precipitated crystals were recrystallized from ethyl acetate to give 0.5 g of 5-chloro-1-(3-cyano-4-isobutoxyphenyl) pyrazole-4-carboxylic acid, melting point 216-218° C.

Workup

  1. customAfter the completion of the reaction
  2. customThe precipitated crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-e14fc57edc24455a9a3f6af4a420e4cf
Source dataset
uspto-grants-2000_01
Patent number
US06015829

Reaction notes

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