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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1070313Generated: October 31, 2026

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

https://huagongshe.com/reaction/1070313

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 numberUS06252078B1
Source datasetuspto-grants-2001_06
ORD IDord-09635f547f5049e6b9e962d60feb8c2f
Source noteuspto-grants-2001_06