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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217422Generated: October 29, 2026

Dimethylformamide → HCID 58438770, compound

https://huagongshe.com/reaction/217422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 58439112HCID 58439112—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 58438770HCID 58438770—

Reaction Conditions

Temperature100 °C

Reaction Steps

7-[(5-Bromo-4-phenyl-2-thienyl)methoxy]-2H-chromene-3-carbaldehyde (120 mg) was dissolved in DMF (2.4 mL). To this reaction liquid were added Zn(CN)2 (65 mL) and Pd(PPh3)4 (65 mg) at room temperature. The reaction mixture was stirred at 100° C. for 5 hours and then poured into 1:1 a mixed vehicle of aqueous NaHCO3 and EtOAc, followed by stirring for 1 hour. The organic layer was washed with brine, dried over MgSO4, and then concentrated under reduced pressure, followed by purification by silica gel column chromatography (hexane:EtOAc=100:0 to 70:30) to obtain 5-{[(3-formyl-2H-chromen-7-yl)oxy]methyl}-3-phenylthiophene-2-carbonitrile (83 mg) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193378B2
Source datasetuspto-grants-2012_06
ORD IDord-c8d94431e9d34a6eb238fbc5be5f5809
Source noteuspto-grants-2012_06