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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959306Generated: October 31, 2026

Cyanoacetamide → 6-Methyl-2-oxo-4-propyl-1,2-dihydropyridine-3-carbonitrile

https://huagongshe.com/reaction/1959306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetamideHCID 7898—
Reactant3-Hepten-2-oneHCID 5364578—
ReactantPotassium tert-butoxideHCID 23665647—
SolventHydrochloric AcidHCID 313—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product6-Methyl-2-oxo-4-propyl-1,2-dihydropyridine-3-carbonitrileHCID 1564180133%

Reaction Steps

To a stirred solution of t-BuOK (1 g, 8.9 mmol) in DMSO (15 mL) at rt, was added compound cyanoacetamide (0.824 g, 9.8 mmol) and (E)-hept-3-en-2-one (1 g, 8.91 mmol). Reaction mixture was stirred for 30 min at rt. Additional t-BuOK (3 g, 26.7 mmol) was added and reaction was stirred at rt in presence of air. On completion, it was diluted with H2O and slowly by 4N HCl. Precipitated solid was filtered, washed with water and dried. Crude product was triturated with ether to afford the title compound (0.5 g, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410088B2
Source datasetuspto-grants-2013_04
ORD IDord-072e0500272345b5ae05537f1f4320be
Source noteuspto-grants-2013_04