Dimethyl Sulfoxide → 6-Quinoxalinamine

HRID 530437

Reaction equation

HRID 530437 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][CH:8]=[N:7]2)([O-])=O.CS(C)=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][CH:8]=[N:7]2

Participants

5

Reactant 2

HCID 679Dimethyl SulfoxideHCID 96029Quinoxaline, 6-nitro-

Product 1

HCID 2378596-QuinoxalinamineYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-Nitro-quinoxaline (3, 5 mmol) was hydrogenated in the presence of 5% Pd/C (50 mg) under at room temperature in ethanol (30 ml) for 6-10 h. After the reaction 2 ml DMSO was added to the mixture and filtered. The filtrate was poured into water (200 ml) and the precipitate was filtered to give 6-amino-quinoxaline (4a-d) (90-95%).

Workup

  1. additionwas added to the mixture
  2. filtrationfiltered
  3. additionThe filtrate was poured into water (200 ml)
  4. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-5dfbb79f89a84db3bfb1f44b918eb477
Source dataset
uspto-grants-2016_05
Patent number
US09353094B2

Linked notes

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