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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525877Generated: October 30, 2026

HCID 178471911, compound → 3-acetyl-8-bromoquinolin-4(1H)-one

https://huagongshe.com/reaction/525877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178471911HCID 178471911—
Solvent1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
Product3-acetyl-8-bromoquinolin-4(1H)-oneHCID 8673274569.2%

Reaction Conditions

Temperature250 °C

Reaction Steps

To Dowtherm (20 ml) at apx 200° C. was added solid ethyl 2-(((2-bromophenyl)amino) methylene)-3-oxobutanoate (3 g, 9.61 mmol). The reaction was heated to 250° C. and stirred for 1 h. LCMS showed consumption of starting material and formation of desired product along with an unknown biproduct of lower mass. The reaction was allowed to cool to room temperature and was them poured into 150 mL of hexanes. The mixture was stirred for 15 min, then the precipitate was collected by filtration and dried to afford 3-acetyl-8-bromoquinolin-4(1H)-one (1.77 g, 6.65 mmol, 69.2% yield) as a light brown solid. LCMS: (M+H)+: 265.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340556B2
Source datasetuspto-grants-2016_05
ORD IDord-4fbf0b508d8c4f9f8f7a7097baae80e3
Source noteuspto-grants-2016_05