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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593503Generated: October 31, 2026

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

https://huagongshe.com/reaction/593503

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 numberUS09242963B2
Source datasetuspto-grants-2016_01
ORD IDord-0946a5bcb59f4608a7057b330157af5a
Source noteuspto-grants-2016_01