Potassium Nitrate → HCID 59002972, compound

HRID 561163Notes

Reaction equation

HRID 561163 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:19])=[C:11]([F:18])[C:12]=3[O:14]C(C)C)[C:7](=[O:20])[C:6]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:5]2)[CH2:3][CH2:2]1.[N+:26]([O-])([O-:28])=[O:27].[K+]>OS(O)(=O)=O>[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([N+:26]([O-:28])=[O:27])[C:10]([F:19])=[C:11]([F:18])[C:12]=3[OH:14])[C:7](=[O:20])[C:6]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 59002824HCID 59002824, compound

Product 1

HCID 59002972HCID 59002972, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-isopropoxy-4-oxoquinoline-3-carboxylate (600 mg, 1.71 mmol) in concentrated H2SO4 (5 mL) was treated portion wise with solid KNO3 (242 mg, 2.39 mmol) at 0° C. After stirred at 0° C. for 30 min and at room temperature for 1 h, the reaction mixture was poured into ice-water and the resulting precipitate was collected by filtration, washed with water and dried to yield ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-5-nitro-4-oxoquinoline-3-carboxylate (393 mg, 65%) as a pale brown solid.

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-a873827673ea4273ae9b3706ea5a8604
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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