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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1811422Generated: October 27, 2026

Benzyl Bromide → 5-Benzyl-6-oxo-5,6-dihydrophenanthridine-2-carbonitrile

https://huagongshe.com/reaction/1811422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactant6-oxo-5H-phenanthridine-2-carbonitrileHCID 16728032—
ReactantHCID 178418361HCID 178418361—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Benzyl-6-oxo-5,6-dihydrophenanthridine-2-carbonitrileHCID 6659680948%

Reaction Steps

6-Oxo-5,6-dihydrophenanthridine-2-carbonitrile (1 g) was suspended in DMF (20 ml), 60% sodium hydride (0.2 g) was added under ice cooling, and stirring was carried out until the generation of hydrogen stopped. Benzyl bromide (0.59 ml) was added, followed by stirring at room temperature for 1 hour. Water was added, and the produced solid was collected by filtration and purified by silica gel chromatography (dichloromethane:n-hexane=1:1) to thereby obtain 0.68 g (yield: 48%) of the title compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362252B2
Source datasetuspto-grants-2013_01
ORD IDord-d71381e23ccf428daccc073d443b015e
Source noteuspto-grants-2013_01