HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 230428Erstellt: 25. Oktober 2026
Sodium hydride → 2-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzonitrile
https://huagongshe.com/reaction/230428
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 2-(Bromomethyl)benzonitrile | HCID 89599 | — |
| Edukt | 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole | HCID 66968833 | — |
| Edukt | dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole | HCID 66968977 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzonitrile | HCID 44430204 | — |
Reaktionsschritte
NaH (60%) (60 mg, 1.5 mmol) was added into a solution of dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole. 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole (269 mg, 1 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. α-bromo-o-tolunitrile (294 mg, 1.5 mmol) was then added to the reaction mixture at 0° C. The reaction temperature was raised to 25° C. and then the reaction mixture was stirred for 18 hours. NH4Cl (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO4. The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes (0% to 60%) yielded the title compound as an off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07566733B2 |
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| Quelldatensatz | uspto-grants-2009_07 |
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| ORD ID | ord-f3a638c8105d446fb99b973a2ad38dee |
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| Quellennotiz | uspto-grants-2009_07 |
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