4,4'-Dimethoxybenzil → 7-Hydroxy-2,3-bis(4-methoxyphenyl)quinoxaline-6-carboxylic acid

HRID 2205125Notes

Reaction equation

HRID 2205125 reaction equation
[NH2:1][C:2]1[C:10]([NH2:11])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([OH:12])[CH:3]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=O)[C:22]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)=O)=[CH:17][CH:16]=1>>[OH:12][C:4]1[CH:3]=[C:2]2[C:10]([N:11]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=3)[C:21]([C:18]3[CH:17]=[CH:16][C:15]([O:14][CH3:13])=[CH:20][CH:19]=3)=[N:1]2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

3

Procedure

The diaryl product was obtained using the same synthetic methods as shown in Example 25, step 7, using 4,5-diamino-2-hydroxybenzoic acid (168 mg, 1.00 mmol, 1.00 equiv) and 1,2-bis(4-methoxyphenyl)ethane-1,2-dione (270 mg, 1.00 mmol, 1.00 equiv) as reactants, yielding 50 mg (12%) of 7-hydroxy-2,3-bis(4-methoxyphenyl)quinoxaline-6-carboxylic acid as a red solid.

Sources & evidence

ORD record
ord-35667bf7e81348f1a2f0637de57c4076
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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