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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1630774Generated: November 1, 2026

Dimethylformamide → 5-Formyl-2-(methylsulfanyl)benzonitrile

https://huagongshe.com/reaction/1630774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium methanethiolateHCID 4378561—
Reactant5-Fluoro-2-formylbenzonitrileHCID 20296688—
SolventEthyl AcetateHCID 8857—
Product5-Formyl-2-(methylsulfanyl)benzonitrileHCID 17966635—

Reaction Steps

A flask is charged with 5-fluoro-2-formyl-benzonitrile (0.200 g, 1.34 mmol), potassium carbonate (0.371 g, 0.268 mmol), sodium thiomethoxide (0.142 g, 2.01 mmol) and DMF (20 mL). The mixture is stirred at room temperature for 10 min, then diluted with ethyl acetate and washed with water. The organic layer is dried over sodium sulfate and concentrated in vacuo to afford 5-formyl-2-methylsulfanyl-benzonitrile as a yellow color solid. 1H NMR (400 MHz, CDCl3) δ ppm 2.64 (s, 3H), 7.41 (d, J=8.3 Hz, 1H), 8.01 (dd, J=8.5, 1.9 Hz, 1H), 8.07 (d, J=1.8 Hz, 1H), 9.95 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791141B2
Source datasetuspto-grants-2014_07
ORD IDord-2b1898b320ac443f8375ce7ad2222050
Source noteuspto-grants-2014_07