Sulfuric Acid → HCID 15429088, compound

HRID 1780994Notes

Reaction equation

HRID 1780994 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 in an ice bath, KNO3 is slowly added, giving a brown mixture, which is stirred overnight. The reaction mixture, now dark red, is then added to ice water (5 mL), instantly giving an orange precipitate, which is collected by centrifugation. The powder is 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. customWhile the flask is in an ice bath
  2. customgiving a brown mixture, which
  3. custominstantly giving an orange precipitate, which
  4. customis collected by centrifugation
  5. customThe powder is crystallized from EtOH (5 mL)
  6. customdried in vacuo
  7. customto yield 24 mg (20%) of pale orange microcrystals

Sources & evidence

ORD record
ord-25c1c2e595e141d09b33471fe1808e8d
Source dataset
uspto-grants-1997_05
Patent number
US05631373

Reaction notes

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