HCID 23527285, compound → HCID 22638471, compound

HRID 1715532Notes

Reaction equation

HRID 1715532 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[N+:21]([O-])=O)[N:7]=1>O1CCOCC1>[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[NH2:21])[N:7]=1

Participants

3

Reactant 1

HCID 23527285HCID 23527285, compound

Product 1

HCID 22638471HCID 22638471, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.01 g (3.0 mmol) of 2,3-dithienyl-5-nitroquinoxaline was dissolved in 30 g of dioxane and the system was fully purged with argon. Thereafter, 0.3 g of 5% Pd/C (hydrous) was added, followed by purging satisfactorily 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 was filtered again. The solvent was removed from the resulting filtrate, and a reaction product was extracted with a silica gel column.

Workup

  1. customthe system was fully purged with argon
  2. additionThereafter, 0.3 g of 5% Pd/C (hydrous) was added
  3. customby purging satisfactorily 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 was 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-7ecd33f801d54d69be5fad0639b7cda9
Source dataset
uspto-grants-2010_09
Patent number
US07799894B2

Reaction notes

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