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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784874Generated: October 29, 2026

Ethyl Acetate → HCID 52952224, compound

https://huagongshe.com/reaction/1784874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-IodopyridineHCID 70714—
Reactant3,5-DichlorobenzenethiolHCID 2736096—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystBis[2-(diphenylphosphino)phenyl] etherHCID 4285986—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 52952224HCID 52952224717.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 0.018 g (0.020 mmol) Pd2dba3 and 0.021 g (0.039 mmol) DPEphos in toluene (3 mL) was stirred under an argon atmosphere for 5 minutes. 3-Iodo-pyridine (0.100 g, 0.49 mmol), 3,5-dichlorobenzenethiol (0.087 g, 0.49 mmol) and 0.060 g (0.54 mmol) potassium t-butoxide were added and the reaction mixture was heated to 100° C. and held for 2 hours, then cooled. Ethyl acetate was added to the reaction mixture and the organic phase was washed with water, dried and concentrated. The crude product was purified using flash chromatography to give 0.90 g (72% yield) 3-(3,5-dichloro-phenylsulfanyl)-pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504401B2
Source datasetuspto-grants-2009_03
ORD IDord-fe53dbf2e3084c29a53f43c3f3606311
Source noteuspto-grants-2009_03