Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902571Generated: November 1, 2026

Thiophenol → 3-Bromo-5-(phenylthio)pyridine

https://huagongshe.com/reaction/902571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant3,5-DibromopyridineHCID 69369—
SolventDimethylformamideHCID 6228—
Product3-Bromo-5-(phenylthio)pyridineHCID 23122169—

Reaction Conditions

Temperature130 °C

Reaction Steps

In a volume of 268 μl of thiophenol was dissolved in 8 ml of dimethylformamide, added with 62.6 mg of sodium hydride at room temperature, and stirred for 1 hour. The reaction system was added with 618 mg of 3,5-dibromopyridine, heated to 130° C., and stirred under the same condition for 6.5 hours. The reaction system was added with saturated aqueous ammonium chloride, and extracted with ethyl acetate, and the organic layer was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate (50:1 to 7:1)) to obtain 403 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365174B2
Source datasetuspto-grants-2008_04
ORD IDord-0dd67fd64f7c445e80eba1c55439e45f
Source noteuspto-grants-2008_04