HCID 22638476, compound → HCID 22638469, compound

HRID 1717221Notes

Reaction equation

HRID 1717221 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 (2.1 mmol) of 2,3-di(4-bromophenyl)-5-nitro-quinoxaline was dissolved in 30 g of dioxane, followed by purging well with argon, adding 0.3 g of 5% Pd/C (hydrous) and purging well with argon again. This system was purged with a hydrogen gas and reacted at room temperature for 24 hours. After completion of the reaction, the system was filtered. The resulting filtration residue was washed with acetone and then with dioxane and filtered again. The solvent was removed from the resulting filtrate and a reaction product was extracted with a silica gel column.

Workup

  1. customby purging well with argon
  2. additionadding 0.3 g of 5% Pd/C (hydrous)
  3. custompurging well with argon again
  4. customThis system was purged with a hydrogen gas
  5. customreacted at room temperature for 24 hours
  6. customAfter completion of the reaction
  7. filtrationthe system was filtered
  8. filtrationThe resulting filtration residue
  9. washwas washed with acetone
  10. filtrationwith dioxane and filtered again
  11. customThe solvent was removed from the resulting filtrate
  12. extractiona reaction product was extracted with a silica gel column

Sources & evidence

ORD record
ord-67fd4af5a2704b77b95b390f9eac6679
Source dataset
uspto-grants-2010_09
Patent number
US07803898B2

Reaction notes

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