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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1155194Generated: October 26, 2026

Dimethylformamide → 3-Cyano-1-azaxanthone

https://huagongshe.com/reaction/1155194

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 numberUS04299963
Source datasetuspto-grants-1981_11
ORD IDord-bb9cbe21760e49e2960c45c6ffe76731
Source noteuspto-grants-1981_11