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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726362Generated: November 1, 2026

Acetonitrile → 2-Methoxy-6-oxo-5-phenylacetylamino-1,6-dihydropyrimidine

https://huagongshe.com/reaction/1726362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantCarbamimidic acid, methyl ester, hydrochloride (1:1)HCID 3083899—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 178519093HCID 178519093—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-Methoxy-6-oxo-5-phenylacetylamino-1,6-dihydropyrimidineHCID 1145959862%

Reaction Conditions

Temperature80 °C

Reaction Steps

O-Methylisourea hydrochloride (0.11 g, 1.0 mmol) was dissolved in methanol (2 ml), and 28% sodium methoxide (0.19 g, 1.0 mmol) was added. Acetonitrile was added, and the mixture was concentrated. 2-Benzyl-4-hydroxymethylene-5-oxazolone (0.203 g, 1.00 mmol) was added, and the mixture was stirred overnight at 80° C. Water (3 ml) was added, and the mixture was stirred at room temperature for 1 hour. Then, the precipitate was collected by filtration and vacuum dried to give 2-methoxy-6-oxo-5-phenylacetylamino-1,6-dihydropyrimidine (0.16 g, 0.62 mmol). The values of the shift in 1H-NMR were the same as those in Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491822B2
Source datasetuspto-grants-2009_02
ORD IDord-1fa938b1f9444bde86dca1816bd1dd25
Source noteuspto-grants-2009_02