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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685400Generated: November 4, 2026

Dimethylformamide → HCID 67291544, compound

https://huagongshe.com/reaction/1685400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 67292422HCID 67292422—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
ProductHCID 67291544HCID 6729154445%

Reaction Conditions

Temperature90 °C

Reaction Steps

10 g (35.96 mM) of (4-bromophenyl)(3-hydroxy-2-pyridinyl)methanone are mixed with 6.44 g (71.92 mM) of cuprous cyanide in 90 ml of dimethylformamide. The mixture is refluxed for 21 h. A solution of 19.25 g of ferric chloride in 42.5 ml of water and 6.7 ml of concentrated hydrochloric acid is prepared and added to the cooled reaction medium and the resulting mixture is then heated at 90° C. for 30 minutes. After cooling, ethyl acetate and water are added and the mixture is filtered on Celite. The product is then extracted with ethyl acetate and the organic phase is washed with saturated sodium chloride solution. The solvent is evaporated off under reduced pressure to give the desired product in the form of a yellow solid with a yield of 45%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148407B2
Source datasetuspto-grants-2012_04
ORD IDord-b1e785ae339b415aa1d783394eb3cae5
Source noteuspto-grants-2012_04