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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869744Generated: October 29, 2026

Benzyl mercaptan → HCID 58349837, compound

https://huagongshe.com/reaction/869744

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 numberUS08969387B2
Source datasetuspto-grants-2015_03
ORD IDord-42d00cf1a57d4eeeb30ecc43f2947e38
Source noteuspto-grants-2015_03