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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591221Generated: November 2, 2026

Sodium Chloride → 3-Amino-2-imino-6-methyl-2,3-dihydropyrimidin-4(1H)-one

https://huagongshe.com/reaction/591221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantEthyl AcetoacetateHCID 8868—
ReactantSodium ethoxideHCID 2723922—
ReactantSodiumHCID 5360545—
ReactantHCID 178418668HCID 178418668—
SolventEthanolHCID 702—
Product3-Amino-2-imino-6-methyl-2,3-dihydropyrimidin-4(1H)-oneHCID 913175—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirring solution of NaOEt prepared from sodium (FLUKA, 9.19 g, 400 mmol) and ethanol (350 mL) was added aminoguanidine hydrochloride (ALDRICH, 44.2 g, 400 mmol). The reaction mixture was heated at 50° C. for 30 min. Then, the mixture was filtered to remove NaCl, and ethyl 3-oxobutanoate (ALDRICH, 25.3 mL, 200 mmol) was added to the filtrate. The reaction mixture was heated under reflux for 5 h and, then, stirred at room temperature overnight. The precipitate obtained was filtered and dried under vacuum to afford Intermediate 1 as a pale pink solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238653B2
Source datasetuspto-grants-2016_01
ORD IDord-14cd1255a38d4f75999a61648930ba35
Source noteuspto-grants-2016_01