HCID 4572530, compound → 2,3-Diphenyl-5-aminoquinoxaline

HRID 1715527Notes

Reaction equation

HRID 1715527 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[N+:23]([O-])=O)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O1CCOCC1>[C:1]1([C:7]2[C:16]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[N:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[NH2:23])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 4572530HCID 4572530, compound

Product 1

HCID 117793842,3-Diphenyl-5-aminoquinoxaline

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.04 g of 2,3-diphenyl-5-nitroquinoxaline was dissolved in 30 g of dioxane, followed by purging with argon and further addition of 0.5 g of 5% Pd/C (hydrous). After sufficient purging with argon again, hydrogen was added and reacted at room temperature for 30 hours. After completion of the reaction, the reaction mixture was filtered and the solvent was removed, followed by isolation and purification with a silica gel column (ethyl acetate:hexane=1:3).

Workup

  1. customby purging with argon and further addition of 0.5 g of 5% Pd/C (hydrous)
  2. customAfter sufficient purging with argon again
  3. additionhydrogen was added
  4. customreacted at room temperature for 30 hours
  5. customAfter completion of the reaction
  6. filtrationthe reaction mixture was filtered
  7. customthe solvent was removed
  8. customfollowed by isolation and purification with a silica gel column (ethyl acetate:hexane=1:3)

Sources & evidence

ORD record
ord-904acc0c3f104dde9db067362edbef96
Source dataset
uspto-grants-2010_09
Patent number
US07799894B2

Reaction notes

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