Sulfuric Acid → HCID 59002904, compound

HRID 561172Notes

Reaction equation

HRID 561172 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10]([F:13])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:25])[C:5]([C:22]([O-:24])=[O:23])=[CH:6][N:7]2[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.OS(O)(=O)=O>CC(O)=O.O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([F:13])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:25])[C:5]([C:22]([OH:24])=[O:23])=[CH:6][N:7]2[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 86616054HCID 86616054, compound

Product 1

HCID 59002904HCID 59002904, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a suspension of 5-amino-6,7-difluoro-1,4-dihydro-4-oxo-1-(2-phenylethyl)-3-quinolinecarboxylate (458 mg, 1.21 mmol) in a mixture of AcOH (1.8 mL) and water (1.5 mL), was added H2SO4 (0.3 mL), the whole mixture was heated under reflux for 1 h. The reaction mixture was poured into ice-water and the resulting precipitates were collected by filtration. The filtered precipitates were suspended in water, filtered, and dried in vacuo to give 5-amino-6,7-difluoro-1,4-dihydro-4-oxo-1-(2-phenylethyl)-3-quinolinecarboxylic acid (401 mg, 95%) as a pale yellow powder.

Workup

  1. temperaturethe whole mixture was heated
  2. temperatureunder reflux for 1 h
  3. customthe resulting precipitates
  4. filtrationwere collected by filtration
  5. customThe filtered precipitates
  6. filtrationfiltered
  7. customdried in vacuo

Sources & evidence

ORD record
ord-004b5c8c5f724406991d40f8258a02ff
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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