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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206281Generated: October 29, 2026

Malononitrile → HCID 178487558, compound

https://huagongshe.com/reaction/2206281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantDabcoHCID 9237—
Reactant3-Bromo-4,5-dimethoxybenzaldehydeHCID 81379—
Reactant2-hydroxy-1H-quinolin-4-oneHCID 178516553—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 178487558HCID 17848755887%

Reaction Conditions

Temperature80 °C

Reaction Steps

2,4-Quinolinediol (193 mg, 1.2 mmol), 3-bromo-4,5-dimethoxy-benzaldehyde (245 mg, 1 mmol) and malononitrile (66 mg, 1 mmol) were taken in 25 ml ethanol at room temperature, charged with DABCO (11 μl, 0.1 mmol) and then stirred at 80° C. under LC-MS control for 21 h whereby the reaction was complete. The reaction mixture was cooled down to room temperature, diluted with water to about 100 ml and stirred for over night at room temperature. The solids were collected by filtration, washed well with 50% aqueous ethanol and dried under high vacuum yielding 395 mg (0.87 mmol, 87%) of the pure title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371333B2
Source datasetuspto-grants-2016_06
ORD IDord-08a2efcef6634161b2144e11a6cad676
Source noteuspto-grants-2016_06