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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517189Generated: November 1, 2026

Chlorotrimethylsilane → 1-((4-Cyanophenyl)(2-hydroxy-6-oxo-4-(thiophen-2-yl)cyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

https://huagongshe.com/reaction/517189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant(3-Trifluoromethylphenyl)ureaHCID 25712—
Reactant4-CyanobenzaldehydeHCID 66042—
Reactant5-(2-Thienyl)cyclohexane-1,3-dioneHCID 573685—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product1-((4-Cyanophenyl)(2-hydroxy-6-oxo-4-(thiophen-2-yl)cyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)ureaHCID 86732308—

Reaction Steps

Trimethylsilyl chloride (216 μL, 1.70 mmol) is added to a solution of 5-(thiophen-2-yl)-cyclohexane-1,3-dione (300 mg, 1.54 mmol), 4-formylbenzonitrile (202 mg, 1.54 mmol) and 1-(3-(trifluoromethyl)phenyl)urea (315 mg, 1.54 mmol) in a mixture of N,N-dimethyl-formamide (1.2 mL) and acetonitrile (2.3 mL). The mixture is stirred at room temperature over night and poured into a mixture of water and ice. The precipitate is filtered and dried under reduced pressure. Yield: 444 mg; ESI mass spectrum [M+H]+=512, Retention time HPLC: 0.75 min (V011_S01).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115093B2
Source datasetuspto-grants-2015_08
ORD IDord-06ef322314ef4043b0772c2ff0f5e74a
Source noteuspto-grants-2015_08