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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483104Generated: October 26, 2026

Chloroacetamide → Ethyl 2,5-dioxo-3-pyrrolidinecarboxylate

https://huagongshe.com/reaction/483104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetamideHCID 6580—
ReactantDiethyl MalonateHCID 7761—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
ProductEthyl 2,5-dioxo-3-pyrrolidinecarboxylateHCID 23635561—

Reaction Steps

To a solution of diethyl malonate (6.1 ml) in N,N-dimethylformamide (30 ml) are added 60% sodium hydride (1.6 g) at 0° C. and, after 8 minutes, chloroacetamide (1.87 g). After stirring at room temperature for 3.5 hours, the mixture in neutralized with acetic acid and extracted with ethyl acetate. The extract is washed with water and concentrated to give 2,5-dioxopyrrolidine-3-carboxylic acid ethyl ester. Oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04578378
Source datasetuspto-grants-1986_03
ORD IDord-a315d93cc0df448580a90e1858c3b76d
Source noteuspto-grants-1986_03