Acetone → HCID 86737613, compound

HRID 127913Notes

Reaction equation

HRID 127913 reaction equation
[CH2:1]([N:3]1[C:12]2[CH:11]=[CH:10][C:9]([F:13])=[CH:8][C:7]=2[C:6]2[O:14][C:15](=[O:22])[C:16]([N+:19]([O-:21])=[O:20])=[C:17]([OH:18])[C:5]=2[C:4]1=[O:23])[CH3:2].CC(C)=O.[Na:28]>O>[CH2:1]([N:3]1[C:12]2[CH:11]=[CH:10][C:9]([F:13])=[CH:8][C:7]=2[C:6]2[O:14][C:15](=[O:22])[C:16]([N+:19]([O-:21])=[O:20])=[C:17]([OH:18])[C:5]=2[C:4]1=[O:23])[CH3:2].[Na:28]

Participants

5

Reactant 3

HCID 180AcetoneHCID 5360545SodiumHCID 54703488HCID 54703488, compound

Product 1

HCID 86737613HCID 86737613, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.05 Mole of 6-ethyl-9-fluoro-5,6-dihydro-3-nitro-2,5-dioxo-2H-pyrano[3,2-c]quinoline-4-ol from Example 19 (16 g) are suspended in 250 ml of water. 15 ml of acetone are added and then such a quantity of 1 N-sodium hydrogenocarbonate solution is added that the pH-value of the solution is 7.0 to 7.5. After completion of the salt formation, the whole is heated to 70° to 80° C., filtered and the crystals that have formed upon cooling are filtered off with suction. They are washed with water and dried. 14.6 g (85% of the theory) of crystals are so obtained; melting point (after recrystallization from water): 274° to 276° C.

Workup

  1. temperatureAfter completion of the salt formation, the whole is heated to 70° to 80° C.
  2. filtrationfiltered
  3. customthe crystals that have formed
  4. temperatureupon cooling
  5. filtrationare filtered off with suction
  6. washThey are washed with water
  7. customdried
  8. custom14.6 g (85% of the theory) of crystals are so obtained
  9. custompoint (after recrystallization from water)
  10. custom274° to 276° C.

Sources & evidence

ORD record
ord-fe1c81776aff4c3db635a331ff33b823
Source dataset
uspto-grants-1981_03
Patent number
US04258046

Reaction notes

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