HCID 22638476, compound → HCID 22638469, compound

HRID 2416095Notes

Reaction equation

HRID 2416095 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([C:18]3[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=3)=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[N+:25]([O-])=O)[N:9]=2)=[CH:4][CH:3]=1>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:17]([C:18]3[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=3)=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[NH2:25])[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 22638476HCID 22638476, compound

Product 1

HCID 22638469HCID 22638469, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.01 g (0.0021 mol) of 2,3-di(4-bromophenyl)-5-nitroquinoxaline was dissolved in 30 g of dioxane, and the reaction system was flushed sufficiently with argon. Thereafter, 0.3 g of PdC was added to the reaction mixture, the reaction system was again flushed sufficiently with argon, the system was then flushed with hydrogen gas, and reaction was allowed at room temperature for 24 hr. After the reaction was over, the reaction mixture was filtered, the filter cake was further washed with acetone and dioxane, and filtration was again conducted. The solvent was removed from the filtrate obtained, and the reaction product was extracted on a silica gel column.

Workup

  1. customthe reaction system was flushed sufficiently with argon
  2. additionThereafter, 0.3 g of PdC was added to the reaction mixture
  3. customthe reaction system was again flushed sufficiently with argon
  4. customthe system was then flushed with hydrogen gas, and reaction
  5. filtrationwas filtered
  6. washthe filter cake was further washed with acetone and dioxane, and filtration
  7. customThe solvent was removed from the filtrate
  8. customobtained
  9. extractionthe reaction product was extracted on a silica gel column

Sources & evidence

ORD record
ord-84309f1112ae44abbe7e04a25d4fb60c
Source dataset
uspto-grants-2004_11
Patent number
US06822069B2

Reaction notes

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