Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2188189Generated: October 30, 2026

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

https://huagongshe.com/reaction/2188189

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 numberUS06410558B1
Source datasetuspto-grants-2002_06
ORD IDord-594873dc046d4e0db0dbfd285c6e3a5a
Source noteuspto-grants-2002_06