Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393683Generated: October 26, 2026

Urea → 4-(3,5-Bis-trifluoromethylphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid amide

https://huagongshe.com/reaction/393683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantBoron trifluoride etherateHCID 8000—
ReactantAcetoacetamideHCID 80077—
Reactant3,5-Bis(trifluoromethyl)benzaldehydeHCID 136247—
CatalystCupric ChlorideHCID 24014—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
Product4-(3,5-Bis-trifluoromethylphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid amideHCID 8658600536.2%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 3,5-bis(trifluoromethyl)benzaldehyde (2.42 g, 10.0 mmol), acetoacetamide (1.01 g, 10.0 mmol), urea (0.90 g, 15.0 mmol), copper chloride (0.1 g, 1.0 mmol), boron trifluoride etherate (0.09 mL), AcOH (0.04 mL), and THF (20 mL) was heated at 65° C. for 18 h and cooled to room temperature. The resulting precipitates were collected by vacuum filtration, washed with THF, and air dried to give the title compound as an off-white solid(1.33 g, 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809102B2
Source datasetuspto-grants-2004_10
ORD IDord-b6dad4d14dd3474a9e23c7ce406e1919
Source noteuspto-grants-2004_10