HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517179Generated: November 2, 2026
Chlorotrimethylsilane → 1-((4-Cyanophenyl)(8-hydroxy-10-oxo-3-oxaspiro[5.5]undec-8-en-9-yl)methyl)-3-(3-(trifluoromethyl)phenyl)urea
https://huagongshe.com/reaction/517179
Participants
| Role | Name | HCID | Charge |
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| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | (3-Trifluoromethylphenyl)urea | HCID 25712 | — |
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Reactant | 3-Oxaspiro[5.5]undecane-8,10-dione | HCID 66680003 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-((4-Cyanophenyl)(8-hydroxy-10-oxo-3-oxaspiro[5.5]undec-8-en-9-yl)methyl)-3-(3-(trifluoromethyl)phenyl)urea | HCID 86732299 | — |
Reaction Steps
Trimethylsilyl chloride (275 μL, 2.17 mmol) is added to a solution of 3-oxaspiro[5.5]un-decane-8,10-dione (360 mg, 1.98 mmol), 4-formylbenzonitrile (259 mg, 1.98 mmol) and 1-(3-(trifluoromethyl)phenyl)urea (403 mg, 1.98 mmol) in a mixture of N,N-dimethyl-formamide (1.5 mL) and acetonitrile (2.5 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 precipitate is filtered and dried under reduced pressure. Yield: 712 mg; ESI mass spectrum [M+H]+=500, Retention time HPLC: 1.12 min (V012_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-addb74a2d7694404a6c3884650b2129a |
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| Source note | uspto-grants-2015_08 |
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