HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-2-pyridinecarbonitrile → 4-(Methylsulfanyl)pyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-2-pyridinecarbonitrile | HCID 693342 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(Methylsulfanyl)pyridine-2-carbonitrile | HCID 20310447 | 90.6% |
Reaction Steps
Sodium thiomethoxide (1.01 g) was added to 4-chloropyridine-2-carbonitrile (2.00 g) obtained from Referential Example 113 in N,N-dimethylformamide (20 mL) at 0° C., followed by stirring for 2 hours. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure. The residue was purified through silica gel column chromatography (hexane-ethyl acetate), to thereby give the title compound as a solid (1.96 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622471B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-2eec23f02f314cc1b148f16b0d686b5e |
| Source note | uspto-grants-2009_11 |