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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286707Generated: October 26, 2026

Dimethylformamide → 3-Cyano-1-azaxanthone

https://huagongshe.com/reaction/2286707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-PropynenitrileHCID 14055—
Reactant2-Aminochromone-3-carboxaldehydeHCID 735928—
Product3-Cyano-1-azaxanthoneHCID 20563052—

Reaction Conditions

Temperature140 °C

Reaction Steps

To 70 ml of dimethylformamide was added 2.2 g of 2-amino-4-oxo-4H-1-benzopyran-3-carboxaldehyde, followed by the addition of 2.5 g of cyanoacetylene. The mixture was heated under stirring at 140° C. for 15 hours and the solvent was then distilled off under reduced pressure. The residue was chromatographed on silica gel and eluted with chloroform and recrystallized from acetonitrile to give 0.83 g of 3-cyano-1-azaxanthone as crystals, m.p. 220°-226° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04267332
Source datasetuspto-grants-1981_05
ORD IDord-cc9dfb450b1b4e0c89dd1652681c6a96
Source noteuspto-grants-1981_05