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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350005Generated: October 26, 2026

Dimethylformamide → 3-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehyde

https://huagongshe.com/reaction/350005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1(2H)-PhthalazinoneHCID 8394—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(2-Bromoethoxy)benzaldehydeHCID 2735565—
SolventWaterHCID 962—
Product3-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehydeHCID 8676042490%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-(2-bromoethoxy)benzaldehyde (6.00 g), 1(2H)-phthalazinone (4.21 g), potassium carbonate (7.24 g) and N,N-dimethylformamide (40 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 3-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehyde (6.94 g, yield 90%) as colorless crystals. This was recrystallized from acetone-hexane. Melting point: 110–111° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179823B1
Source datasetuspto-grants-2007_02
ORD IDord-52c13e04fc4342d2a5bbbbb521c99b09
Source noteuspto-grants-2007_02