Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9474Generated: October 25, 2026

5-((3-Bromophenylamino)methylene)-2,2-di-methyl-1,3-dioxane-4,6-dione → 5-Bromoquinolin-4-ol

https://huagongshe.com/reaction/9474

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-((3-Bromophenylamino)methylene)-2,2-di-methyl-1,3-dioxane-4,6-dioneHCID 17252219—
Solvent1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
Product5-Bromoquinolin-4-olHCID 178418724—
ProductHCID 178418765HCID 178418765—

Reaction Steps

5-[(3-Bromophenylamino)methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione (32.6 g, 0.100 mol) was heated at 250° C. in DOWTHERM A heat transfer fluid for one hour, and then the reaction was allowed to cool to ambient temperature. A precipitate formed upon cooling and was isolated by filtration and washed with diethyl ether to provide 7-bromoquinolin-4-ol and 5-bromoquinolin-4-ol in a 2:1 ratio.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091214B2
Source datasetuspto-grants-2006_08
ORD IDord-b1f865ef25a04e39839832f0be237929
Source noteuspto-grants-2006_08