Acetic Acid → HCID 14052581, compound

HRID 330090Notes

Reaction equation

HRID 330090 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:15])=[C:10]([F:14])[C:11]=2[CH3:13])[C:6](=[O:16])[C:5]([C:17]([O:19]CC)=[O:18])=[CH:4]1)[CH3:2].S(=O)(=O)(O)O.C(O)(=O)C>O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:15])=[C:10]([F:14])[C:11]=2[CH3:13])[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[CH:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 14052582HCID 14052582, compound

Product 1

HCID 14052581HCID 14052581, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of ethyl 1-ethyl-6,7-difluoro-1,4-dihydro-8-methyl-4-oxo-3-quinolinecarboxylate (0.96 g), concentrated sulfuric acid (0.5 ml) and acetic acid (4 ml) in water (4 ml) was stirred for 70 minutes on an oil bath at 100° C. The reacting mixture was poured into ice-water (25 ml), the resulting precipitate was collected by filtration, washed with water sufficiently to give the title compound (0.8 g) as colorless flakes, mp 219°-221° C.

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water sufficiently

Sources & evidence

ORD record
ord-b430c41a096f48fea1c8b7e1693e0889
Source dataset
uspto-grants-1990_01
Patent number
US04894458

Reaction notes

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