Bromine → 5-Bromo-6-fluoro-2-methylquinoline

HRID 2418235Notes

Reaction equation

HRID 2418235 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2.[Br:13]Br.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[Br:13][C:3]1[C:2]([F:1])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([CH3:12])=[N:8]2

Participants

5

Reactant 3

HCID 24408BromineHCID 707846-Fluoro-2-methylquinolineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 130353135-Bromo-6-fluoro-2-methylquinoline

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In step (1) of the reaction scheme, the known compound 6-fluoroquinaldine of Formula II is brominated with liquid bromine in the presence of aluminum chloride in a suitable solvent such as 1,2-dichoroethane. The reaction mixture is heated at reflux for several hours to provide the novel intermediate 5-bromo-6-fluoroquinaldine of Formula III.

Workup

  1. customIn step (1) of the reaction scheme
  2. temperatureThe reaction mixture is heated
  3. temperatureat reflux for several hours

Sources & evidence

ORD record
ord-8ffaacac112b42efb986960e135a54ec
Source dataset
uspto-grants-1984_09
Patent number
US04472407

Reaction notes

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