Potassium Nitrate → HCID 59003019, compound

HRID 561138Notes

Reaction equation

HRID 561138 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([F:15])=[C:9]([F:14])[C:10]=2[O:12][CH3:13])[C:5](=[O:16])[C:4]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:3]1.[N+:22]([O-])([O-:24])=[O:23].[K+]>OS(O)(=O)=O>[CH3:1][N:2]1[C:11]2[C:6](=[C:7]([N+:22]([O-:24])=[O:23])[C:8]([F:15])=[C:9]([F:14])[C:10]=2[O:12][CH3:13])[C:5](=[O:16])[C:4]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:3]1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 20067132HCID 20067132, compound

Product 1

HCID 59003019HCID 59003019, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of ethyl 1-methyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylate (800 mg, 2.69 mmol) in concentrated H2SO4 (7 mL) was treated portionwise at 0° C. with solid KNO3 (380 mg, 3.76 mmol). After stirring at 0° C. for 1 h, the reaction mixture was poured into ice-water and the resulting precipitate was removed by filtration. The resulting solid washed with EtOH, dried to yield ethyl 1-methyl-6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate (765 mg, 83%) as a pale yellow solid.

Workup

  1. customthe resulting precipitate was removed by filtration
  2. washThe resulting solid washed with EtOH
  3. customdried

Sources & evidence

ORD record
ord-882faaf312b14a5286f1179968e5dd4f
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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