Hydrochloric Acid → HCID 178524721, compound

HRID 622696Notes

Reaction equation

HRID 622696 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:17])=[C:7]([C:12]([O:14]CC)=[O:13])[CH:8]=[N:9]2)=[CH:4][C:3]=1[F:18].[OH-].[Na+].Cl>O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:17])=[C:7]([C:12]([OH:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][C:3]=1[F:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 3018009Ethyl 7-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

Product 1

HCID 178524721HCID 178524721, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 7-chloro-6-fluoro-4-hydroxyquinoline-3-carboxylate (67 g), sodium hydroxide (12 g), water (350 ml) and industrial methylated spirit (175 ml) was boiled under reflux for 65 hours. The mixture was cooled to ambient temperature and acidified to pH 1 with concentrated hydrochloric acid. The resulting precipitate was collected, washed with water and dried to give the novel compound 7-chloro-6-fluoro-4-hydroxyquinoline-3-carboxylic acid, m.p. 263°-265° (dec).

Workup

  1. temperatureunder reflux for 65 hours
  2. customThe resulting precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-988935ef9d5c4ccb91de2d689f8c55fa
Source dataset
uspto-grants-1988_09
Patent number
US04772614

Reaction notes

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