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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049382Generated: October 25, 2026

Dimethylformamide dimethyl acetal → 4-((1E)-2-(Dimethylamino)ethenyl)-3-pyridinecarbonitrile

https://huagongshe.com/reaction/1049382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant4-Methyl-3-cyanopyridineHCID 227806—
SolventDimethylformamideHCID 6228—
Product4-((1E)-2-(Dimethylamino)ethenyl)-3-pyridinecarbonitrileHCID 12460447—

Reaction Conditions

Temperature35 °C

Reaction Steps

940 ml of DMF dimethyl acetal are added to a solution of 200 g of 4-methylnicotinonitrile in 940 g of DMF, and the mixture is heated under reflux at 120-110 for 3 days. The mixture is cooled to 35° C., poured into 10 liters of ice-water and cooled at 4° C. for 16 h. The precipitate is filtered off, washed with water and dried, giving 263 g of 4-((E)-2-dimethylaminovinyl)nicotinonitrile; M˜173.22 g/mol; M+H found 174, NMR corresponds.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382244B2
Source datasetuspto-grants-2016_07
ORD IDord-9c93a404358743598e18c0b4a190c824
Source noteuspto-grants-2016_07