HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 6-Fluoro-4-(trifluoromethyl)pyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 6-Chloro-4-(trifluoromethyl)pyridine-2-carbonitrile | HCID 59570332 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-Fluoro-4-(trifluoromethyl)pyridine-2-carbonitrile | HCID 53438800 | 84.5% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To 9 ml of dimethyl sulfoxide were added 0.9 g of 2-chloro-6-cyano-4-trifluoromethylpyridine, and 0.76 g of potassium fluoride, and the mixture was stirred at 120° C. for 2 hours and 30 minutes. Thereafter, the reaction solution was allowed to cool to room temperature, and poured into an aqueous saturated ammonium chloride solution, followed by extraction with tert-butyl=methyl=ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.7 g of 6-fluoro-4-trifluoromethylpyridine-2-carbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318776B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-63b0446c35f54cbfbbd828579797f49c |
| Source note | uspto-grants-2012_11 |