Sulfuric Acid → HCID 15429088, compound

HRID 1857376Notes

Reaction equation

HRID 1857376 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-403e17150f0d4a60a35380948ec60e5c
Source dataset
uspto-grants-2000_11
Patent number
US06147075

Reaction notes

Loading…