2-Thiopheneglyoxylic acid → 6-hydroxy-3-thiophen-2-yl-1H-quinoxalin-2-one

HRID 2220888Notes

Reaction equation

HRID 2220888 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[NH2:8].[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15](=O)[C:16](O)=[O:17]>>[OH:9][C:4]1[CH:3]=[C:2]2[C:7](=[CH:6][CH:5]=1)[NH:8][C:16](=[O:17])[C:15]([C:11]1[S:10][CH:14]=[CH:13][CH:12]=1)=[N:1]2

Participants

3

Reactant 2

HCID 776942-Thiopheneglyoxylic acidHCID 27729703,4-Diaminophenol

Product 1

HCID 210836646-hydroxy-3-thiophen-2-yl-1H-quinoxalin-2-one

Procedure

The quinoxalin-2-one of the present example is prepared with 3,4-diaminophenol (which is prepared by treating 3,4-dinitrophenol with H2NNH2.H2O, Pd/C refluxed in MeOH), and (thiophen-2-yl) oxo-acetic acid via the method described in Example 12 to afford 6-hydroxy-3-thiophen-2-yl-1H-quinoxalin-2-one.

Sources & evidence

ORD record
ord-519154d3231e4746aace307a18c1dfba
Source dataset
uspto-grants-2008_05
Patent number
US07368452B2

Reaction notes

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