HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[(2-Nitrophenyl)sulfanyl]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Fluoro-2-nitrobenzene | HCID 73895 | — |
| Reactant | pyridine-4-thiol | HCID 178418431 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[(2-Nitrophenyl)sulfanyl]pyridine | HCID 13791079 | 57.4% |
Reaction Steps
A mixture of 4-mercaptopyridine (2.00 g, 18.0 mmol), 1-fluoro-2-nitrobenzene (2.54 g, 18.0 mmol) and potassium carbonate (2.49 g, 18.0 mmol) in DMF (15 mL) was stirred under reflux for 2 h. After removal of DMF, the residue was dissolved in DCM and washed with NaOH (5%, 3×20 mL) and brine. The organic layer was dried (MgSO4), filtered and evaporated. Flash Master chromatography of the crude product using DCM to DCM/MeOH 98:2 gradient as eluent gave 4-(2-nitrophenylsulfanyl)-pyridine (2.4 g, 57%) as a yellow solid, mp 119-122° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119627B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-ec589f205f784ba0b0a07f07b3adc9aa |
| Source note | uspto-grants-2012_02 |