HCID 178524582, compound → 6-Bromo-1,4-dihydroquinolin-4-one

HRID 465334Notes

Reaction equation

HRID 465334 reaction equation
C([C:4]1[CH:13]=[C:12]([OH:14])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Br:15])[CH:10]=2)[N:5]=1)(O)=O>C(Cl)(Cl)Cl>[Br:15][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][CH:13]=[C:12]2[OH:14]

Participants

3

Reactant 1

HCID 178524582HCID 178524582, compound

Product 1

HCID 1785163796-Bromo-1,4-dihydroquinolin-4-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The 2-carboxy-4-hydroxy-6-bromoquinoline (5.42 g, 20 mmol) was slurried in 250 ml of light mineral oil and heated to 270°-295° C. for 10-15 minutes. The mixture was allowed to cool overnight, diluted with chloroform and filtered, and then washed with adequate amounts of chloroform, yielding 6-bromo-4-hydroxyquinoline.

Workup

  1. temperatureheated to 270°-295° C. for 10-15 minutes
  2. temperatureto cool overnight
  3. filtrationfiltered
  4. washwashed with adequate amounts of chloroform

Sources & evidence

ORD record
ord-64b0dec7a5934ad38833f6dbc7787be3
Source dataset
uspto-grants-1992_10
Patent number
US05153196

Reaction notes

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