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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661549Generated: October 29, 2026

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

https://huagongshe.com/reaction/1661549

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 numberUS08030334B2
Source datasetuspto-grants-2011_10
ORD IDord-3315fcf20fda47d48b2ce45094bdb1c9
Source noteuspto-grants-2011_10