Sulfuric Acid → HCID 15429088, compound

HRID 1600704Notes

Reaction equation

HRID 1600704 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-0331ceed5a51435a91103a0c4bb7111c
Source dataset
uspto-grants-1999_11
Patent number
US05977107

Reaction notes

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