Potassium Nitrate → HCID 14096377, compound

HRID 2249250Notes

Reaction equation

HRID 2249250 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:17])=[C:11]([F:16])[C:12]=3[O:14][CH3:15])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:3][CH2:2]1.[N+:22]([O-])([O-:24])=[O:23].[K+]>S(=O)(=O)(O)O>[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([N+:22]([O-:24])=[O:23])[C:10]([F:17])=[C:11]([F:16])[C:12]=3[O:14][CH3:15])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 70194651-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Product 1

HCID 14096377HCID 14096377, compoundYield 69.4%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (490 mg) in concentrated sulfuric acid (5 ml) was added potassium nitrate (235 mg) below 5° C. under stirring portionwise. After stirring for 45 minutes, the reaction mixture was poured into ice water (25 ml) and the resulting precipitate was collected by filtration, washed with cold water sufficiently, recrystallized from a solution of dichloromethane-methanol (1:1) to give the title compound (392 mg) as yellow prisms, mp 215.5°-221° C. (decompd.).

Workup

  1. stirringAfter stirring for 45 minutes
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with cold water sufficiently
  4. customrecrystallized from a solution of dichloromethane-methanol (1:1)

Sources & evidence

ORD record
ord-227ab03629a046cf8b8bcd6815aba96a
Source dataset
uspto-grants-1991_08
Patent number
US05043450

Reaction notes

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