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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067950Generated: October 29, 2026

Ethyl Acetoacetate → ethyl 3-methyl-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/2067950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantDimethylformamide dimethyl acetalHCID 78373—
SolventEthanolHCID 702—
Productethyl 3-methyl-1H-pyrazole-4-carboxylateHCID 227598—

Reaction Steps

A mixture of ethyl acetoacetate (8.0 mL, 63 mmol) and dimethylformamide-dimethylacetal (8.3 mL, 63 mmol) is heated to reflux for 1 hour. The reaction mixture is cooled to room temperature and diluted with EtOH (70 mL). Hydrazine hydrate (3.0 mL, 63 mmol) is then added and the reaction is heated at 80° C. for 2 hours. The resultant solution is cooled to room temperature and concentrated in vacuo to afford crude 5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester which is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293917B2
Source datasetuspto-grants-2012_10
ORD IDord-16c55be14ef14d909a9cceb8160c6c80
Source noteuspto-grants-2012_10