HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-4,6-dimethyl-3-pyridinecarbonitrile → 2-Methoxy-4,6-dimethylnicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-4,6-dimethyl-3-pyridinecarbonitrile | HCID 223261 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Methoxy-4,6-dimethylnicotinonitrile | HCID 595276 | 99% |
Reaction Steps
2-chloro-4,6-dimethyl-nicotinonitrile (2.5 g, 15.01 mmol) was dissolved in anhydrous methanol(70 mL), added with sodium methoxide (4.27 g, 75.03 mmol) at 0° C. and stirred for about 10 hours at nitrogen atmosphere. The above mixture was concentrated under reduced pressure and then neutrailized with a saturated solution of ammonium chloride and then extracted twice with 150 mL of methylenechloride. The resulting organic layer was dried using anhydrous sodium sulfate, filtered and concentrated. A silica gel column chromatography (20% EtOAc/Hexanes) was performed on the resulting residue and 2.41 g (99%) of 2-methoxy-4,6-dimethyl-nicotinonitrile was obtained in white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601736B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-e28f252b51354faba53f784a24ab9b6d |
| Source note | uspto-grants-2009_10 |