Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350004Generated: October 26, 2026

Dimethylformamide → 4-[2-[1-Oxo-1,2-dihydrophthalazin-2-yl]ethoxy]benzaldehyde

https://huagongshe.com/reaction/350004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1(2H)-PhthalazinoneHCID 8394—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(2-Bromoethoxy)BenzaldehydeHCID 262706—
SolventWaterHCID 962—
Product4-[2-[1-Oxo-1,2-dihydrophthalazin-2-yl]ethoxy]benzaldehydeHCID 1114093984%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-(2-bromoethoxy)benzaldehyde (4.97 g), 1(2H)-phthalazinone (3.27 g), potassium carbonate (6.20 g) and N,N-dimethylformamide (50 ml) was stirred at 80° C. for 5 hours. After cooling, the reaction mixture was poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4) and concentrated to obtain 4-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehyde (5.36 g, yield 84%) as colorless crystals. This was recrystallized from ethyl acetate-hexane. Melting point: 126–127° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179823B1
Source datasetuspto-grants-2007_02
ORD IDord-59c7c15139584e55bf4a718d7b9e51ec
Source noteuspto-grants-2007_02