Potassium Nitrate → HCID 59002836, compound

HRID 561129Notes

Reaction equation

HRID 561129 reaction equation
C([N:5]1[C:14]2[C:9](=[CH:10][C:11]([F:18])=[C:12]([F:17])[C:13]=2[O:15][CH3:16])[C:8](=[O:19])[C:7]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:6]1)(C)(C)C.[N+:25]([O-])([O-:27])=[O:26].[K+]>OS(O)(=O)=O>[F:18][C:11]1[C:10]([N+:25]([O-:27])=[O:26])=[C:9]2[C:14](=[C:13]([O:15][CH3:16])[C:12]=1[F:17])[NH:5][CH:6]=[C:7]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:8]2=[O:19]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 59002969HCID 59002969, compound

Product 1

HCID 59002836HCID 59002836, compoundYield 66.1%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of ethyl 1-tert-butyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylate (20.0 g, 58.9 mmol) in concentrated H2SO4 (120 mL) was treated portionwise at 0° C. with solid KNO3 (8.90 g, 88.0 mmol). After stirring at 0° C. for 1 h, the reaction mixture was poured into 500 mL of ice-water and the resulting precipitate was removed by filtration. The resulting solid washed with EtOH, dried to yield ethyl 6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate (12.77 g, 66%) 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-21d7231dcb5c41efb1ff3b0a242e1742
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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