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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090542Generated: October 26, 2026

Water → 6(5H)-Phenanthridinone

https://huagongshe.com/reaction/2090542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantBenzamide, 2-bromo-N-phenyl-HCID 25126—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylacetamideHCID 31374—
Product6(5H)-PhenanthridinoneHCID 185352%

Reaction Conditions

Temperature160 °C

Reaction Steps

Then, in a nitrogen atmosphere, 2-bromo-N-phenylbenzamide (17.3 g, 62.7 mmol), palladium acetate (0.70 g, 3.1 mmol), and sodium carbonate (13.3 g, 125 mmol) were dissolved in dimethylacetamide (300 mL), followed by stirring and heating at 160° C. for 6 hours to cause reaction. The reaction solution was cooled to room temperature and then poured into cooled water, followed by extraction with ethyl acetate. The organic layer was dried with sodium sulfate, followed by filtration. The filtrate was concentrated using a rotary evaporator. The residue was collected by filtration and then successively washed with hexane and water. Thus, 6-phenanthridinone (6.36 g, 32.6 mmol) was obtained in a yield of 52%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436173B2
Source datasetuspto-grants-2013_05
ORD IDord-270f6ea915b6400085148bc1cbd8360a
Source noteuspto-grants-2013_05