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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778263Generated: November 1, 2026

1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → Methyl 8-bromo-4-oxo-1,4-dihydroquinoline-6-carboxylate

https://huagongshe.com/reaction/1778263

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
ReactantMethyl 3-bromo-4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzoateHCID 118323992—
ProductMethyl 8-bromo-4-oxo-1,4-dihydroquinoline-6-carboxylateHCID 118324114—

Reaction Steps

To a flask with DOWTHERM (35 mL) at 210° C. was added methyl 3-bromo-4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzoate (3.3 g, 8.59 mmol) in portions. The resulting solution was heated for 20 min and cooled down to room temperature. Solids were precipitated from the solution. To the reaction mixture was then added hexanes and the precipitate filtered. The solids were washed thoroughly with Et2O and hexanes and dried under vacuum to yield methyl 8-bromo-4-oxo-1,4-dihydroquinoline-6-carboxylate. (M+H)+: 282, 284

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266835B2
Source datasetuspto-grants-2016_02
ORD IDord-28498b60af3b45e889b0270398358159
Source noteuspto-grants-2016_02