Potassium Nitrate → HCID 13377176, compound

HRID 1981897Notes

Reaction equation

HRID 1981897 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9]3=[C:10]([CH2:13][CH:14]([CH3:15])[N:8]3[CH:7]=[C:6]([C:16]([OH:18])=[O:17])[C:5]2=[O:19])[C:11]=1[F:12].[N+:20]([O-])([O-:22])=[O:21].[K+]>S(=O)(=O)(O)O>[F:1][C:2]1[C:3]([N+:20]([O-:22])=[O:21])=[C:4]2[C:9]3=[C:10]([CH2:13][CH:14]([CH3:15])[N:8]3[CH:7]=[C:6]([C:16]([OH:18])=[O:17])[C:5]2=[O:19])[C:11]=1[F:12]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 131355588,9-Difluoro-2-methyl-1,2-dihydro-6-oxo-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid

Product 1

HCID 13377176HCID 13377176, compoundYield 50.6%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

8,9-Difluoro-2-methyl-6-oxo-1,2-dihydro-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid (11.5 g) is dissolved in conc. sulfuric acid (120 ml), and thereto is added potassium nitrate (17 g), and the mixture is reacted at an inner temperature of 70° C. for 2 hours. After the reaction, the reaction mixture is added to ice-water (1 liter), and the precipitated crystals are separated by filtration and recrystallized from dimethylformamide to give 8,9-difluoro-2-methyl-7-nitro-6-oxo-1,2-dihydro-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid (6.8 g) as white cubic crystals. m.p. 265°-268° C. (decomp.)

Workup

  1. customthe mixture is reacted at an inner temperature of 70° C. for 2 hours
  2. customAfter the reaction
  3. customthe precipitated crystals are separated by filtration
  4. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-f4451396edd24c50883a82283ac7a814
Source dataset
uspto-grants-1986_06
Patent number
US04594347

Reaction notes

Loading…