Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72639Generated: October 25, 2026

Thiophenol → 2-((Phenylthio)methyl)pyridine

https://huagongshe.com/reaction/72639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
ReactantCesium carbonateHCID 10796—
ReactantPicolyl chlorideHCID 23393—
ReactantCesium fluorideHCID 25953—
SolventDimethylformamideHCID 6228—
Product2-((Phenylthio)methyl)pyridineHCID 194422—

Reaction Conditions

Temperature55 °C

Reaction Steps

Thiophenol 2(2) (2.77 g, 0.025 mol), cesium carbonate (24.65 g, 0.075 mol) and catalytical amount of cesium fluoride were added successively to a solution of 2-chloromethylpyridine 6(1) (1.13 g, 0.017 mol) in absolute DMF (28 ml). The reaction mixture was stirred at 50-60° C. for 2 h in argon current and left for night at 20° C. Solvent was removed in vacuo, the residue was dissolved in water, the reaction product was extracted with CH2Cl2, dried over MgSO4, solvent was evaporated in vacuo. It gave 2-phenylsulphanylmethylpyridine 6(2), 3.2 g, (95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829002B2
Source datasetuspto-grants-2014_09
ORD IDord-732657db7ea443d1bfa53512ad456a36
Source noteuspto-grants-2014_09