Acetic Acid → HCID 15407382, compound

HRID 850068Notes

Reaction equation

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

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution (15 ml) of ethyl 1-(3-cyano-4-isobutoxyphenyl)pyrazole-4-carboxylate (1.38 g) in ethanol was added 1.75 N aqueous sodium hydroxide solution (3 ml) with stirring, and the mixture was heated at 80° C. for 30 minutes. After the completion of the reaction, the reaction mixture was poured into water and neutralized with acetic acid. The precipitated crystals were recrystallized from a mixed solvent of dioxane and water to give 0.7 g of 1-(3-cyano-4-isobutoxyphenyl)pyrazole-4-carboxylic acid, melting point 192-194° C.

Workup

customAfter the completion of the reaction
customThe precipitated crystals were recrystallized from a mixed solvent of dioxane and water

Sources & evidence

ORD record: ord-14301acb13424291a084475ef4f70973
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06015829

Reaction notes

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