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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707552Generated: October 30, 2026

Thiophenol → 4-(1,3-Dioxan-2-yl)-3-(phenylsulfanyl)benzonitrile

https://huagongshe.com/reaction/707552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(1,3-Dioxan-2-yl)-3-fluorobenzonitrileHCID 58032581—
SolventDimethylformamideHCID 6228—
Product4-(1,3-Dioxan-2-yl)-3-(phenylsulfanyl)benzonitrileHCID 58133716—

Reaction Conditions

Temperature100 °C

Reaction Steps

The reaction was carried out under argon. 4-(1,3-Dioxan-2-yl)-3-fluorobenzonitrile (207 mg, 1 mmol) and thiophenol (100 mg, 0.9 mmol; 1.1 eq.) were initially charged in DMF (3 ml). Potassium carbonate (314 mg, 2.27 mmol; 2.5 eq.) was added at RT, and the mixture was stirred at 100° C. for 4 h. LC/MS control then showed complete conversion. The reaction mixture was purified directly by preparative HPLC (column: Gromsil C-18; mobile phase: acetonitrile/water+0.1% TFA 10:90→90:10). The title compound was obtained as a solid (238 mg, 80% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174997B2
Source datasetuspto-grants-2015_11
ORD IDord-bed235aa9ebe44b69b5573df00cb1760
Source noteuspto-grants-2015_11