Hydrochloric Acid → 3-Bromo-5,7-dichloro-2(1H)-quinolinone

HRID 263849Notes

Reaction equation

HRID 263849 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]2[C:5]=1[CH:6]=[C:7](C(O)=O)[C:8](=[O:15])[NH:9]2.Cl>N1C=CC=CC=1>[Br:1][C:7]1[C:8](=[O:15])[NH:9][C:10]2[C:5]([CH:6]=1)=[C:4]([Cl:3])[CH:13]=[C:12]([Cl:14])[CH:11]=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24408BromineHCID 10777566HCID 10777566, compound

Product 1

HCID 106613673-Bromo-5,7-dichloro-2(1H)-quinolinone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

50.8 mmol of bromine are added dropwise to a suspension containing 25.4 mmol of 5,7-dichloro-2(1H)-quinolone-3-carboxylic acid in 65 ml of pyridine at 0 C. After stirring for 10 minutes at room temperature, the whole mixture is brought to 90 C. for one hour. After cooling, 300 ml of 1N hydrochloric acid are added. The expected product is obtained by filtering the precipitate, then washing the latter with 1N hydrochloric acid and with water and drying.

Workup

  1. waitfor one hour
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-ca281eb0c67241529e8ee297bb4ad390
Source dataset
uspto-grants-1997_07
Patent number
US05646132

Reaction notes

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