HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71131Generated: October 31, 2026
Ethanol → 3-fluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile
https://huagongshe.com/reaction/71131
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(4-bromo-2-fluorophenyl)-3-methyl-1H-1,2,4-triazole | HCID 66607884 | — |
| Catalyst | Potassium ferrocyanide trihydrate | HCID 161067 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 3-fluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile | HCID 66608502 | — |
Reaction Steps
Under a nitrogen atmosphere, to a mixture of 1-(4-bromo-2-fluorophenyl)-3-methyl-1H-1,2,4-triazole (1.02 g), potassium carbonate (0.55 g) and potassium hexacyanoferrate(II) trihydrate (0.68 g) in DMF (4 mL)/ethanol (0.20 mL) was added palladium acetate (45 mg) at room temperature, and the mixture was stirred at 120° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, and diluted with water and saturated brine, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.51 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822699B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-eb635dcdc5b64f4d8c3939c74a9b577a |
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| Source note | uspto-grants-2014_09 |
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