HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 2-(2-Nitrophenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | o-Iodonitrobenzene | HCID 69115 | — |
| Reactant | 2-(Tributylstannyl)pyridine | HCID 607784 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-Nitrophenyl)pyridine | HCID 231602 | 24.9% |
Reaction Steps
The reaction of 8.0 g (0.022 mole) of 2-tributylstannylpyridine with 4.92 g (0.020 mole) of ortho-nitroiodobenzene was carried out in the presence of 0.70 g (0.001 mole) of dichlorobis(triphenlylphosphine)palladium in 100 ml of tetrahydrofuran at 110° C. After 24 hours from the start of the reaction, a saturated aqueous sodium chloride solution was added to the reaction mixture and the reaction product was extracted with ether. The ether layer was then washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated. The resulting liquid was purified by column chromatography and concentrated to give 0.96 g (0.0048 mole, 24.9%) of ortho-(2-pyridyl)nitrobenzene as brown liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06790540B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-ed1ddb91cbe44ed98f0ade865cfbd0ee |
| Source note | uspto-grants-2004_09 |