Oxalic Acid → 7-Fluoro-1,4-dihydro-5-methyl-2,3-quinoxalinedione

HRID 1953769Notes

Reaction equation

HRID 1953769 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[CH3:10].[C:11](O)(=[O:15])[C:12](O)=[O:13]>Cl.O>[F:9][C:5]1[CH:6]=[C:7]2[C:2]([NH:1][C:11](=[O:15])[C:12](=[O:13])[NH:8]2)=[C:3]([CH3:10])[CH:4]=1

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 23297976HCID 23297976, compound

Product 1

HCID 232980037-Fluoro-1,4-dihydro-5-methyl-2,3-quinoxalinedione

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

20 g (0.118 mol) of 2,3-diamino-5-fluorotoluene and 15.8 g (0.176 mol) of oxalic acid are stirred at reflux for 16 hours in 4N hydrochloric acid. The reaction mixture is cooled, diluted with water, filtered off on a suction filter and washed with water. The title compound is obtained as beige crystals of m.p.>300° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered off on a suction
  3. filtrationfilter
  4. washwashed with water

Sources & evidence

ORD record
ord-1fbbc6035fac439cbe359fc4f3f6efb6
Source dataset
uspto-grants-2000_09
Patent number
US06117873

Reaction notes

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