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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471794Generated: October 25, 2026

Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) → 5-{3-[(2-Chloroethyl)oxy]phenyl}-2-thiophenecarboxamide

https://huagongshe.com/reaction/471794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 6639—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(3-Hydroxyphenyl)-2-thiophenecarboxamideHCID 67159818—
SolventAcetonitrileHCID 6342—
Product5-{3-[(2-Chloroethyl)oxy]phenyl}-2-thiophenecarboxamideHCID 58276248—

Reaction Steps

5-(3-Hydroxyphenyl)-2-thiophenecarboxamide (0.31 g, 1.41 mmol), 2-chloroethyl p-toluenesulfonate (1.327 g, 5.65 mmol) and potassium carbonate (0.782 g, 5.65 mmol) in 20 ml of acetonitrile were heated to reflux for 15 h. The reaction mixture was concentrated in vacuo and purified by silica gel column chromatography (50 to 80% ethyl acetate in hexanes) to give the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633175B2
Source datasetuspto-grants-2014_01
ORD IDord-470bb7bfecdf420c9b0a043069932efc
Source noteuspto-grants-2014_01