Hydrochloric Acid → 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

HRID 1770112Notes

Reaction equation

HRID 1770112 reaction equation
C([C:3]1[N:4]([CH:21]2[CH2:23][CH2:22]2)[C:5]2[C:10]([C:11](=[O:16])[C:12]=1[C:13]([OH:15])=[O:14])=[CH:9][C:8]([F:17])=[C:7]([F:18])[C:6]=2[O:19][CH3:20])C.Cl>C(O)(=O)C>[CH:21]1([N:4]2[C:5]3[C:10](=[CH:9][C:8]([F:17])=[C:7]([F:18])[C:6]=3[O:19][CH3:20])[C:11](=[O:16])[C:12]([C:13]([OH:15])=[O:14])=[CH:3]2)[CH2:22][CH2:23]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20095435HCID 20095435, compound

Product 1

HCID 70194651-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acidYield 91.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of ethyl-1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxo-3-quinoline carboxylic acid (500 mg, 1.55 mmol), glacial acetic acid (5 mL), and 1N hydrochloric acid (1 mL) was allowed to reflux for 2 hours and was poured into ice water. The resulting precipitate was collected by suction filtration and washed with distilled water and diethyl ether to give 420 mg, 91% yield of a white solid, m.p. 187°-189° C.

Workup

  1. temperatureto reflux for 2 hours
  2. filtrationThe resulting precipitate was collected by suction filtration
  3. washwashed with distilled water and diethyl ether

Sources & evidence

ORD record
ord-23ab9bebacaa41208bc8dbe44b6c368b
Source dataset
uspto-grants-1995_01
Patent number
US05385913

Reaction notes

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