Hydrochloric Acid → HCID 13912594, compound

HRID 1788666Notes

Reaction equation

HRID 1788666 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1[F:12])[N:8]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[CH:7]=[C:6]([C:22]([O:24]CC)=[O:23])[C:5]2=[O:27].Cl>C(O)(=O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1[F:12])[N:8]([C:14]1[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=1)[CH:7]=[C:6]([C:22]([OH:24])=[O:23])[C:5]2=[O:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23359023HCID 23359023, compound

Product 1

HCID 13912594HCID 13912594, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of ethyl 6,7,8-trifluoro-1-(4-methoxyphenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate (0.37 g), conc. hydrochloric acid (1 ml) and 90% acetic acid (4 ml) is heated at 120° C. for one hour. After cooling, the precipitated crystals are separated by filtration, washed well with water and with a mixture of ethanol and ether to give 6,7,8-trifluoro-1-(4-methoxyphenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.3 g) as white crystals, m.p. 252°-254° C.

Workup

  1. temperatureAfter cooling
  2. customthe precipitated crystals are separated by filtration
  3. washwashed well with water and with a mixture of ethanol and ether

Sources & evidence

ORD record
ord-9a8c22c9c71341ed95c00f59bcfa37b2
Source dataset
uspto-grants-1987_08
Patent number
US04684648

Reaction notes

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