4,4'-Dimethoxybenzil → HCID 86670229, compound

HRID 2205156Notes

Reaction equation

HRID 2205156 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=O)=[CH:5][CH:4]=1.[NH2:21][C:22]1[CH:23]=[C:24]([S:29]([OH:32])(=[O:31])=[O:30])[CH:25]=[CH:26][C:27]=1[NH2:28]>C(O)C.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[N:21][C:22]3[C:27](=[CH:26][CH:25]=[C:24]([S:29]([OH:32])(=[O:30])=[O:31])[CH:23]=3)[N:28]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 710434,4'-DimethoxybenzilHCID 81986Benzenesulfonic acid, 3,4-diamino-

Product 1

HCID 86670229HCID 86670229, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A solution of 1,2-bis(4-methoxyphenyl)ethane-1,2-dione (400 mg, 1.48 mmol, 1.00 equiv) and 3,4-diaminobenzenesulfonic acid (278 mg, 1.48 mmol, 1.00 equiv) in ethanol/water (10/10 mL) was stirred overnight at reflux in an oil bath. The resulting mixture was concentrated under vacuum, yielding 500 mg (80%) of 2,3-bis(4-methoxyphenyl)quinoxaline-6-sulfonic acid as a brown solid.

Workup

  1. temperatureat reflux in an oil bath
  2. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-14cbaacef606483e9a386c960db35787
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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