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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700646Generated: October 31, 2026

Phenacyl bromide → 7-(2-Chlorophenyl)-4-phenyl-5,6,7,8-tetrahydrocinnolin-5-one

https://huagongshe.com/reaction/1700646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(2-Chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-oneHCID 11728881—
SolventMethanolHCID 887—
Product7-(2-Chlorophenyl)-4-phenyl-5,6,7,8-tetrahydrocinnolin-5-oneHCID 1831777239.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-(2-chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one (1.35 g), anhydrous potassium carbonate (1.19 g), 2-bromoacetophenone (0.893 g) and methanol (30 ml) was stirred at 80° C. for 3 hours. Under reduced pressure, the solvent was evaporated, and the residue was extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified with silica gel column chromatography to give 7-(2-chlorophenyl)-4-phenyl-5,6,7,8-tetrahydrocinnolin-5-one (0.46 g) as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06350749B1
Source datasetuspto-grants-2002_02
ORD IDord-f7f0293a27614ca4a6fddaa276e80531
Source noteuspto-grants-2002_02