Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,3-Dichloro-5-(trifluoromethyl)pyridine | HCID 112234 | — |
| Reactant | HCID 591632 | HCID 591632 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19789825 | HCID 19789825 | 50.7% |
Reaction Steps
To a solution of 0.50 g (3 m mol) of 5-methyl-4-trifluoromethylimidazole in 5 ml of N,N-dimethyl formamide was added slowly 133 mg (3 m mol) of an oily sodium hydride (60%) while cooling with ice, followed by stirring at the same temperature for 10 minutes. After the reaction was completed, to the reaction mixture was added dropwise 0.62 g (3 m mol) of 2,3-dichloro-5-trifluoromethylpyridine, followed by stirring at room temperature for 8 hours. After the reaction was completed, the reaction mixture was poured into water, and extracted with ethyl acetate. Further, then the residue was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 0.48 g of 1-(3-chloro-5-trifluoromethylpyridin-2-yl)-5-methyl-4-trifluoromethylimidazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05252590 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-fd9ae4dcc6c0439d850373aef6a6e5a2 |
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| Source note | uspto-grants-1993_10 |
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