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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057467Generated: November 1, 2026

Diethyl (ethoxymethylene)malonate → Diethyl{[(2-oxo-2H-1-benzopyran-3-yl)amino]methylene}malonate

https://huagongshe.com/reaction/2057467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Reactant3-AminocoumarinHCID 74217—
ProductDiethyl{[(2-oxo-2H-1-benzopyran-3-yl)amino]methylene}malonateHCID 1237758589.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 3-aminocoumarin (30.0 g, 0.186 mole) and diethyl ethoxymethylenemalonate (75.0 g, 0.347 mole) is heated at 120° C. for 4 hours under nitrogen. The reaction mixture is cooled and triturated with hexane. The product is filtered off and washed with hexane. Recrystallization from ethyl acetate gives white crystals (55.0 g, 89%), mp. 134-135.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04210758
Source datasetuspto-grants-1980_07
ORD IDord-a87a2ceea0e0465499cbb0b8738a13d5
Source noteuspto-grants-1980_07