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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228880Generated: October 26, 2026

Water → 5-Bromo-6-hydroxy-7-methyl-quinoline

https://huagongshe.com/reaction/228880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant7-Methylquinolin-6-olHCID 12838956—
SolventChlorobenzeneHCID 7964—
Product5-Bromo-6-hydroxy-7-methyl-quinolineHCID 2307830997.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

6-Hydroxy-7-methylquinoline (76 mg) was dissolved in chlorobenzene (7 ml) to prepare a solution. N-Bromosuccimide (180 mg) and 2,2′-azobisisobutyronitrile (23 mg) were added to the solution, and the mixture was stirred at 80° C. for one hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate, the solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-chloroform to give 5-bromo-6-hydroxy-7-methyl-quinoline (111 mg, yield 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-c18abd2a037a4a6aa1cce53477201082
Source noteuspto-grants-2009_07