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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1648203Generated: October 26, 2026

2-Hydroxyquinoline → 1,2-Dihydro-1,4-dimethyl-8-phenyl-2-quinolone

https://huagongshe.com/reaction/1648203

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-HydroxyquinolineHCID 6038—
ReactantDiketeneHCID 12661—
ReactantN-Methylbiphenyl-2-amineHCID 12246986—
SolventAcetic acid sulfuric acidHCID 23350293—
Product1,2-Dihydro-1,4-dimethyl-8-phenyl-2-quinoloneHCID 19918917—

Reaction Steps

The starting material is 2-phcnylaniline, which is methylated with potassium carbonate and methyl iodide to obtain N-methyl-2-phenylaniline. The N-methyl-2-phenylaniline is treated with diketene and acid and is cyclized in acetic acid/sulfuric acid as in Example 3 to generate the desired quinolone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05436134
Source datasetuspto-grants-1995_07
ORD IDord-828071d3eb02426783cb8203d20b079c
Source noteuspto-grants-1995_07