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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266959Generated: October 25, 2026

Ethyl Acetoacetate → 1-(3,4-Dimethylphenyl)-3-methyl-3-pyrazolin-5-one

https://huagongshe.com/reaction/1266959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
Reactant1-(3,4-Dimethylphenyl)hydrazineHCID 173741—
SolventAcetic AcidHCID 176—
Product1-(3,4-Dimethylphenyl)-3-methyl-3-pyrazolin-5-oneHCID 11735829156.7%

Reaction Steps

A solution of 3,4-dimethylphenylhydrazine (7.3 g; 0.053 mol.) and ethyl acetoacetate (6.9 g; 0.053 mol.) in glacial acetic acid (50.0 mL) was stirred and heated at 100° for 24h. The solvent was evaporated and the product purified by chromatography (silica gel, 50% ethyl acetate/hexanes) to afford the title compound (16.8 g; 64%). MS(ES) m/z 203 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552008B1
Source datasetuspto-grants-2003_04
ORD IDord-b21cc4eb0d6c4b44896137eafef76b5c
Source noteuspto-grants-2003_04