Hydrochloric Acid → HCID 13912590, compound

HRID 1788661Notes

Reaction equation

HRID 1788661 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[N:8]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)[CH:7]=[C:6]([C:21]([O:23]CC)=[O:22])[C:5]2=[O:26].Cl>C(O)(=O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[N:8]([C:13]1[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=1)[CH:7]=[C:6]([C:21]([OH:23])=[O:22])[C:5]2=[O:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13745457HCID 13745457, compound

Product 1

HCID 13912590HCID 13912590, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
110 °C

Procedure

To ethyl 6,7-difluoro-1-(4 -methoxyphenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate (0.61 g) are added 90% acetic acid (8.0 ml) and conc. hydrochloric acid (2.0 ml), and the mixture is heated with stirring at 110° C. for 2 hours. After the reaction, the solvent is distilled off under reduced pressure. The resulting residue is washed well with water to give 6,7-difluoro-1-(4-methoxyphenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.54 g) as colorless needles, m.p. 256°-258° C.

Workup

  1. temperaturethe mixture is heated
  2. customAfter the reaction
  3. distillationthe solvent is distilled off under reduced pressure
  4. washThe resulting residue is washed well with water

Sources & evidence

ORD record
ord-e84daf1cd4e04a29ad9f3282491f4787
Source dataset
uspto-grants-1987_08
Patent number
US04684648

Reaction notes

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