Water → 1-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

HRID 2209980Notes

Reaction equation

HRID 2209980 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=3)[C:7](=[O:15])[C:6]([C:16]([O:18]CC)=[O:17])=[CH:5]2)[CH2:3][CH2:2]1.O.S(=O)(=O)(O)O>C(O)(=O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=3)[C:7](=[O:15])[C:6]([C:16]([OH:18])=[O:17])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 15105390Ethyl 1-cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Product 1

HCID 98597081-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.75 g (0.01 mol) of ethyl 1-cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate are refluxed for four hours in a mixture of 12 ml of acetic acid, 12 ml of water and 1.2 ml of concentrated sulphuric acid. The cooled reaction mixture is poured into ice-water, and the precipitate is filtered off, washed with water and dried at 100° C. in a drying cupboard.

Workup

  1. customThe cooled reaction mixture
  2. filtrationthe precipitate is filtered off
  3. washwashed with water
  4. customdried at 100° C. in a drying cupboard

Sources & evidence

ORD record
ord-f578bf183dfa4a93b344f42288f461cc
Source dataset
uspto-grants-1995_10
Patent number
US05457104

Reaction notes

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