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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068388Generated: November 1, 2026

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

https://huagongshe.com/reaction/1068388

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 numberUS06248894B1
Source datasetuspto-grants-2001_06
ORD IDord-d3ea3845f4d3466c861f9e089a0bd87d
Source noteuspto-grants-2001_06