HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(4-Fluorophenoxy)-5-(pyridin-2-ylthio)picolinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Bromo-3-(4-fluorophenoxy)picolinonitrile | HCID 66995028 | — |
| Reactant | HCID 178418616 | HCID 178418616 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 3-(4-Fluorophenoxy)-5-(pyridin-2-ylthio)picolinonitrile | HCID 67994472 | 70% |
Reaction Steps
To a solution of pyridine-2-thiol (2.5 g, 23 mmol) in DMA (25 mL) cooled to 0° C. was added NaH (0.90 g, 23 mmol) and the reaction stirred at ambient temperature for 20 min, followed by addition of the 5-bromo-3-(4-fluorophenoxy)picolinonitrile (6.6 g, 23 mmol) and stirring over night at ambient temperature. The reaction was poured into water (250 mL) and a solid formed. The solid was collected, washed with water, and dried in vacuo to yield 3-(4-fluorophenoxy)-5-(pyridin-2-ylthio)picolinonitrile (5 g, 16 mmol, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08212045B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-9c2b719675664004aacc2521a5012e1f |
| Source note | uspto-grants-2012_07 |