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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268744Generated: November 1, 2026

Acetamidine monohydrochloride → Ethyl 2,4-dimethylpyrimidine-5-carboxylate

https://huagongshe.com/reaction/1268744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetamidine monohydrochlorideHCID 67170—
ReactantEthyl 2-acetyl-3-(dimethylamino)acrylateHCID 3806790—
ReactantEthanol sodium ethoxideHCID 23706232—
ProductEthyl 2,4-dimethylpyrimidine-5-carboxylateHCID 29588876%

Reaction Steps

Acetamidine hydrochloride was added to a 10% sodium ethoxide-ethanol solution (410 mL, 0.53 mol) at room temperature. Then, ethyl 2-acetyl-3-(dimethylamino)acrylate (98 g, 0.53 mol) was added to the mixture, and the mixture was heated under reflux for 24 hrs. Ethanol was evaporated under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The extract was washed with water, dried and the solvent was evaporated. The residue was distilled under reduced pressure to give the title compound (73 g, yield 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199124B2
Source datasetuspto-grants-2007_04
ORD IDord-4a6f7c3a238d4e00a276c7f279876821
Source noteuspto-grants-2007_04