HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-2-pyridinecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Hydroxymethyl)pyridine-2-carbonitrile | HCID 10725391 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 4-Chloro-2-pyridinecarbonitrile | HCID 693342 | 91.4% |
Reaction Steps
To a magnetically stirred solution of 9 grams (66 mm) of 2-cyano-4-hydroxymethylpyridine [Swan, et al. J. Chem. Soc., 3440 (1963)] contained in 300 mls of benzene is added 15.1 grams (72 mm) of phosphorous pentachloride. After stirring for 1/2 hour, ice and water are added followed by sodium bicarbonate. The organic layer is washed with water and evaporated. The residual oil is crystallized from petroleum ether, to yield 8.5 grams (83%) of 2-cyano-4-pyridyl chloride, m.p. -55°-56°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04160835 |
| Source dataset | uspto-grants-1979_07 |
| ORD ID | ord-f137f82ac81f4bc4ab0f67d046d3c0fb |
| Source note | uspto-grants-1979_07 |