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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1576085Generated: October 30, 2026

Diethyl (ethoxymethylene)malonate → [[(1-Ethyl-3-methyl-5-pyrazolyl)amino]methylene]malonic acid diethyl ester

https://huagongshe.com/reaction/1576085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Reactant1-Ethyl-3-methyl-1H-pyrazol-5-amineHCID 2768383—
SolventEthanolHCID 702—
Product[[(1-Ethyl-3-methyl-5-pyrazolyl)amino]methylene]malonic acid diethyl esterHCID 11380881—

Reaction Steps

12.5 g of 1-ethyl-3-methyl-5-aminopyrazole (0.1 mol) and 21.6 g of ethoxymethylene malonic acid diethyl ester (0.1 mol) are heated to 120° (bath temperature) for 2 hours with stirring. The ethanol formed by this reaction is removed by means of a water aspirator. Vacuum distillation (b.p.0.05 152°-153°) yields 24.0 g (81.5% of theory) of a quickly crystallizing oil, [[(1-ethyl-3-methyl-5-pyrazolyl)-amino]methylene]malonic acid diethyl ester, m.p. 60°-67°. The product, recrystallized from ligroin (90°-100°), melts at 69°-70°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03979399
Source datasetuspto-grants-1976_09
ORD IDord-2a96c7c893254e75b094ffcd89b60bff
Source noteuspto-grants-1976_09