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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939047Generated: November 2, 2026

Ethanol → Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/1939047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethylhydrazineHCID 6061—
Reactant2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 78943—
ProductEthyl 5-amino-1-methyl-1H-pyrazole-4-carboxylateHCID 27129975.4%

Reaction Steps

A solution of ethyl (ethoxymethylene)cyanoacetate (68 g, 0.4 mol) and methylhydrazine (18.5 g, 0.4 mol) in 200 mL absolute ethanol was refluxed for 1.5 h, then cooled to RT and filtered. The filtrate was concentrated in vacuo and the residue was triturated with ether to give 54 g of crude ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate in 75.4% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05693667
Source datasetuspto-grants-1997_12
ORD IDord-58c3549f3d3b43fabdd2488198912475
Source noteuspto-grants-1997_12