Sulfuric Acid → HCID 15429088, compound

HRID 53795Notes

Reaction equation

HRID 53795 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10]([F:13])[CH:9]=[C:8]2[C:3]=1[NH:4][C:5](=[O:15])[C:6](=[O:14])[NH:7]2.S(=O)(=O)(O)O.[N+:21]([O-])([O-:23])=[O:22].[K+]>>[N+:21]([C:9]1[C:10]([F:13])=[C:11]([F:12])[C:2]([F:1])=[C:3]2[C:8]=1[NH:7][C:6](=[O:14])[C:5](=[O:15])[NH:4]2)([O-:23])=[O:22]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 108463705,6,7-Trifluoro-1,4-dihydro-2,3-quinoxalinedione

Product 1

HCID 15429088HCID 15429088, compound

Procedure

To 5,6,7-trifluoro-1,4-dihydro-2,3-quinoxalinedione (93 mg, 0.43 mmol) is added concentrated sulfuric acid (0.5 mL). While the flask is an ice bath, KNO3 is slowly added, giving a brown mixture, which is stirred overnight. The reaction mixture, now dark red, is then added into ice water (5 mL), instantly giving an orange precipitate, which is collected by centrifugation. The powder was crystallized from EtOH (5 mL) and dried in vacuo to yield 24 mg (20%) of pale orange microcrystals. 1H NMR (DMSO-d6), 11.9 (br s, 1H), 12.6 (br s, 1H).

Workup

  1. customgiving a brown mixture, which
  2. custominstantly giving an orange precipitate, which
  3. customis collected by centrifugation
  4. customThe powder was crystallized from EtOH (5 mL)
  5. customdried in vacuo
  6. customto yield 24 mg (20%) of pale orange microcrystals

Sources & evidence

ORD record
ord-41f05ee340864811bc97684dc1efb923
Source dataset
uspto-grants-1997_04
Patent number
US05620979

Reaction notes

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