Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | 5-Methoxypyridine-3-carbonitrile | HCID 23159778 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 5-Hydroxypyridine-3-carbonitrile | HCID 15342142 | 95% |
Reaction Steps
A mixture of 1 g of 5-methoxynicotinonitrile (7.46 mmol) and 8.62 g of pyridine hydrochloride is heated at 200° C. for 2 hours. The crude reaction product is diluted in a water fraction several times with diethyl ether. The aqueous phase is basified by adding sodium bicarbonate and then extracted again with diethyl ether. The organic phase is dried and then concentrated to yield 850 mg of 5-hydroxynicotinonitrile (95%) in the form of a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09381195B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-ec81dfba4db14ae28f27aa67adb83800 |
|---|
| Source note | uspto-grants-2016_07 |
|---|
