Phosphorus sulfide (P2S5) → HCID 178527857, compound

Participants

Reaction Steps

3-Benzyl-2-pyridone (1.65g, 8.9 mmol) and P2S5 (1.98 g, 8.9 mmol) were heated at reflux for 22 hours under argon in pyridine (17ml), and then allowed to stand overnight at ambient temperature. The mixture was diluted with brine and extracted with ethyl acetate. The ethyl acetate extracts were dried (MgSO4) and purified by chromatography using 5% CH3OH--CH2Cl2 as eluant followed by recrystallization from CH2Cl2 --ether--hexane to yield 300 mg (15%) of 3-benzyl-2-mercaptopyridine: m.p. 129°-130° C. That the 3-benzyl isomer had been isolated was confirmed by use of proton NMR spectroscopy.

Provenance & Evidence