HCID 59467406, compound → HCID 23146837, compound

HRID 1715535Notes

Reaction equation

HRID 1715535 reaction equation
[C:1]1([C:7]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[NH:23][C:24]3[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O1CCCC1>[C:1]1([C:7]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[NH:23][C:24]3[CH:25]=[CH:26][C:27]([NH2:30])=[CH:28][CH:29]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 59467406HCID 59467406, compound

Product 1

HCID 23146837HCID 23146837, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.4 g (2.9 mmol) of 2,3-diphenyl-5-(4-nitrophenyl)aminoquinoxaline was dissolved in 100 ml of tetrahydrofuran, and a reaction container was purged with nitrogen. Thereafter, 5.0 g of 5% Pd/C (hydrous) was added, followed by sufficient purging with nitrogen again. This system was purged with hydrogen, followed by reaction at room temperature for 10 hours. After completion of the reaction, the system was filtered, and the resulting filtration residue was washed with tetrahydrofuran and filtered again. The solvent was removed from the resulting filtrate, and a reaction product was recrystallized from a mixed solvent of tetrahydrofuran/heptane.

Workup

  1. customa reaction container was purged with nitrogen
  2. additionThereafter, 5.0 g of 5% Pd/C (hydrous) was added
  3. customby sufficient purging with nitrogen again
  4. customThis system was purged with hydrogen
  5. customfollowed by reaction at room temperature for 10 hours
  6. customAfter completion of the reaction
  7. filtrationthe system was filtered
  8. filtrationthe resulting filtration residue
  9. washwas washed with tetrahydrofuran
  10. filtrationfiltered again
  11. customThe solvent was removed from the resulting filtrate
  12. customa reaction product was recrystallized from a mixed solvent of tetrahydrofuran/heptane

Sources & evidence

ORD record
ord-952be553dd7d4600bf5267ef8ee4ed82
Source dataset
uspto-grants-2010_09
Patent number
US07799894B2

Reaction notes

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