Sulfuric acid magnesium salt (1:1) → HCID 20821167, compound

HRID 584677Notes

Reaction equation

HRID 584677 reaction equation
[C:1]([C:9]1[CH:18]=[C:17]2[C:12]([N:13]=[C:14]([C:20]([F:23])([F:22])[F:21])[C:15](=O)[NH:16]2)=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:25].S([O-])([O-])(=O)=O.[Mg+2]>C(OCC)C.C(OCC)(=O)C>[Br:25][C:15]1[C:14]([C:20]([F:23])([F:22])[F:21])=[N:13][C:12]2[C:17]([N:16]=1)=[CH:18][C:9]([C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:8])=[CH:10][CH:11]=2

Participants

6

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 24614Phosphorus tribromideHCID 11723378HCID 11723378, compound

Product 1

HCID 20821167HCID 20821167, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 7-benzoyl-3-trifluoromethylquinoxalin-2(1H)-one (3.0 g, 9.4 mmol) [J. Org. Chem. 57(21), 5630,1992] and 40 ml of phosphorous tribromide was refluxed for 5 hours. The mixture was cooled and poured into ice water and the precipitate was isolated. The crude solid was dissolved in a mixture of diethylether and ethyl acetate (1:1), followed by addition of Norite A and anhydrous magnesium sulfate. The mixture was filtered and the solvent evaporated under reduced pressure. The residue was triturated with hexane, filtered off and dried to yield 1.9 g (53%) of the title compound as a pale yellow solid.

Workup

  1. temperaturewas refluxed for 5 hours
  2. temperatureThe mixture was cooled
  3. customthe precipitate was isolated
  4. filtrationThe mixture was filtered
  5. customthe solvent evaporated under reduced pressure
  6. customThe residue was triturated with hexane
  7. filtrationfiltered off
  8. customdried

Sources & evidence

ORD record
ord-a464f951d8fe4d7eae99b433fbcbad22
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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