HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517193Generated: November 1, 2026
Chlorotrimethylsilane → 1-((4-Cyanophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(4-(trifluoromethyl)pyridin-2-yl)urea
https://huagongshe.com/reaction/517193
Participants
| Role | Name | HCID | Charge |
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| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 1,3-Cyclohexanedione | HCID 10434 | — |
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Reactant | 1-(4-(Tri-fluoromethyl)pyridin-2-yl)urea | HCID 69285742 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-((4-Cyanophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(4-(trifluoromethyl)pyridin-2-yl)urea | HCID 86732312 | — |
Reaction Steps
Trimethylsilyl chloride (125 μL, 0.982 mmol) is added to a solution of cyclohexane-1,3-dione (100 mg, 0.892 mmol), 4-formylbenzonitrile (117 mg, 0.892 mmol) and 1-(4-(tri-fluoromethyl)pyridin-2-yl)urea (183 mg, 0.892 mmol) in a mixture of N,N-dimethylformamide (670 μL) and acetonitrile (1.2 mL), and the mixture is heated at 50° C. for 1 h. The reaction mixture is cooled to room temperature and poured into a mixture of water and ice. The mixture is filtered, and the precipitate is washed with water and dried under reduced pressure. Yield: 293 mg; ESI mass spectrum [M+H]+=431, Retention time HPLC: 0.63 min (V011_S01).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115093B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-4842f624e4334fa785a3945169b6ae68 |
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| Source note | uspto-grants-2015_08 |
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