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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880846Generated: October 30, 2026

Benzyl mercaptan → HCID 58349837, compound

https://huagongshe.com/reaction/880846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl mercaptanHCID 7509—
ReactantSodium hydrideHCID 24758—
Reactant2-Bromo-5-fluoropyridineHCID 2783171—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58349837HCID 58349837—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of sodium hydride (60% in oil, 440 mg) in tetrahydrofuran (40 mL) was added dropwise phenylmethanethiol (1.37 g) at room temperature, 2-bromo-5-fluoropyridine (1.76 g) was added to the reaction mixture, and the mixture was stirred at 60° C. for 5 hr. The reaction mixture was diluted with water and concentrated under reduced pressure. The residual aqueous layer was extracted twice with ethyl acetate. Combined organic layers were washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane→hexane-ethyl acetate=97:3) to give the title compound as a crude brown oil (yield 244 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993598B2
Source datasetuspto-grants-2015_03
ORD IDord-5e6b8586800c48478da9f3cb0549d240
Source noteuspto-grants-2015_03