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

HRID 1734978Notes

Reaction equation

HRID 1734978 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. waitthe whole mixture is brought to 90° C for one hour
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-d1d26efae6344d449d2c182b3db71ed2
Source dataset
uspto-grants-1996_07
Patent number
US05536709

Reaction notes

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