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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34896Generated: October 26, 2026

Acetic Anhydride → 3-(4-Acetylaminophenyl)-2-pyrazolin-5-one

https://huagongshe.com/reaction/34896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantAcetic acid, (p-aminobenzoyl)-, ethyl ester (6CI,7CI)HCID 3045879—
SolventAcetonitrileHCID 6342—
Product3-(4-Acetylaminophenyl)-2-pyrazolin-5-oneHCID 13879144—

Reaction Conditions

Temperature5 °C

Reaction Steps

In 440 ml of acetonitrile was dissolved 146 g of ethyl p-aminobenzoylacetate, and 70 ml of acetic anhydride was added dropwise to the solution at 40° C. After reacting at 40° C. for 1 hour, 48.8 g of 80% hydrazine hydrate was added thereto dropwise. After heat generation subsided, the reaction was further continued at a temperature between 55° C. and 60° C. for 1 hour. The reaction mixture was cooled to 5° C., and the precipitated crystals were filtered to yield 148 g of 3-(4-acetylaminophenyl)-2-pyrazolin-5-one as gray crystals having a melting point of 254° to 258° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04764458
Source datasetuspto-grants-1988_08
ORD IDord-08d6d7f94b4f4cc897e7e0b7b69e8795
Source noteuspto-grants-1988_08