Potassium Nitrate → 1-(2,4-Difluoro-5-nitrophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 1415920Notes

Reaction equation

HRID 1415920 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:18]2[C:13](=[CH:14][C:15]([F:20])=[C:16]([F:19])[CH:17]=2)[C:12](=[O:21])[C:11]([C:22]([OH:24])=[O:23])=[CH:10]1.[N+:25]([O-])([O-:27])=[O:26].[K+]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:25]([O-:27])=[O:26])=[CH:4][C:3]=1[N:9]1[C:18]2[C:13](=[CH:14][C:15]([F:20])=[C:16]([F:19])[CH:17]=2)[C:12](=[O:21])[C:11]([C:22]([OH:24])=[O:23])=[CH:10]1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 598041-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 158603631-(2,4-Difluoro-5-nitrophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidYield 30,859.9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To 40 ml of conc. sulfuric acid was added 4 g of 1-(2,4-difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. Potassium nitrate (3.6 mg) was added in portions to the solution, which was stirred for 1 hour at room temperature. The reaction solution was poured into ice water and stirred overnight. The precipitated solid was collected by filtration and washed with water, ethanol and diethyl ether to give 4.2 g of the title compound.

Workup

  1. stirringstirred overnight
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with water, ethanol and diethyl ether

Sources & evidence

ORD record
ord-770737baf8b44084ae80fca3c6b6fb6a
Source dataset
uspto-grants-1999_06
Patent number
US05910498

Reaction notes

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