Hydrazine hydrate (1:1) → 6-amino-3-thiophen-2-yl-1H-quinoxalin-2-one

HRID 230227

Reaction equation

HRID 230227 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[C:8]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)=[N:7]2)([O-])=O.NN.O>[Pd].CO>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[C:8]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)=[N:7]2

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 210836686-Nitro-3-thiophen-2-yl-1H-quinoxalin-2-one

Product 1

HCID 210836606-amino-3-thiophen-2-yl-1H-quinoxalin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The quinoxalin-2-one of the present example is prepared by reducing 6-nitro-3-thiophen-2-yl-1H-quinoxalin-2-one of Example 39 with H2NNH2.H2O in the presence of Pd/C in refluxing MeOH.

Sources & evidence

ORD record
ord-a7fee715255849feb4a30eb931218225
Source dataset
uspto-grants-2009_07
Patent number
US07566719B2

Linked notes

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