HCID 23146836, compound → HCID 23146840, compound

HRID 1715541Notes

Reaction equation

HRID 1715541 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[C:15]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)=[N:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[NH:21][C:22]2[CH:27]=[CH:26][C:25]([N+:28]([O-])=O)=[CH:24][CH:23]=2)[N:7]=1>O1CCCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[C:15]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)=[N:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[NH:21][C:22]2[CH:23]=[CH:24][C:25]([NH2:28])=[CH:26][CH:27]=2)[N:7]=1

Participants

3

Reactant 1

HCID 23146836HCID 23146836, compound

Product 1

HCID 23146840HCID 23146840, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.2 g (5.1 mmol) of 2,3-di(2-thienyl)-5-(4-nitrophenyl)aminoquinoxaline was dissolved in 50 ml of tetrahydrofuran, and a reaction container was purged with nitrogen. Thereafter, 0.7 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 5 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 extracted with a silica gel column.

Workup

  1. customa reaction container was purged with nitrogen
  2. additionThereafter, 0.7 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 5 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. extractiona reaction product was extracted with a silica gel column

Sources & evidence

ORD record
ord-aa42013a93d6481996c99bad3c006276
Source dataset
uspto-grants-2010_09
Patent number
US07799894B2

Reaction notes

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