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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524697Generated: October 29, 2026

Urea → Ethyl 4-(2-bromo-4-fluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

https://huagongshe.com/reaction/524697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantEthyl AcetoacetateHCID 8868—
Reactant2-Bromo-4-fluorobenzaldehydeHCID 2773319—
SolventAcetonitrileHCID 6342—
ProductEthyl 4-(2-bromo-4-fluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylateHCID 9004398840%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of urea (2.90 g, 48 mmol), ethyl 3-oxobutanoate (5.22 g, 40 mmol), 2-bromo-4-fluorobenzaldehyde (8.12 g, 40 mmol), chlorotrimethylsilane (3.75 g, 35 mmol) and sodium iodide (4.85 g, 35 mmol) in anhydrous acetonitrile (50 mL) was stirred at 25° C. for 12 hours in the dark. The mixture was filtered and the filter cake was washed with a little acetonitrile to give the title compound as a white solid (5.72 g, 40%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340538B2
Source datasetuspto-grants-2016_05
ORD IDord-dd33bbb4c0c740e6930fd9c9e0dda9bd
Source noteuspto-grants-2016_05