53808-88-1

Irriten,Tosse,W. Germany,1981

ChEBI: A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 3-(4-chlorophenyl)-1-phenylpyrazol-4-yl group.

17.6 g 1-phenyl-3-(p-chlorophenyl)-pyrazol-4-acetonitrile and 180 ml 25% aqueous hydrochloric acid were mixed and heated to the boiling temperature under reflux for 6 hours. To the mixture was then added dropwise concentrated aqueous sodium hydroxide until the pH of the mixture reached a value in the range from 3 to 5. The free pyrazol-4-acetic acid precipitated thereby was filtered off, redissolved in dilute aqueous sodium hydroxide, the solution cleared by treatment with activated carbon, and the pyrazol-4-acetic acid precipitated by acidifying the solution by the addition of dilute mineral acid, sulfuric acid. The filtered acid was crystallized from a mixture of ethanol and water. 17.1 g 1-phenyl-3-(p-chlorophenyl)pyrazol-4-acetic acid, melting at 148°C to 150°C, were obtained, representing a yield of 91%.

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