O-Phenylenediamine → 2-(4-Bromophenyl)-3-phenylquinoxaline

HRID 642914Notes

Reaction equation

HRID 642914 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)=[CH:4][CH:3]=1.[C:18]1([NH2:25])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[NH2:24]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:25][C:18]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:24]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7243O-PhenylenediamineHCID 2367011-(4-Bromophenyl)-2-phenylethane-1,2-dione

Product 1

HCID 18497902-(4-Bromophenyl)-3-phenylquinoxalineYield 69.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.2 g (29 mmol) of 1-(4-bromophenyl)-2-phenylethanedione, 3.1 g (31 mmol) of o-phenylenediamine, and 100 mL of ethanol were placed into a 300-mL flask, and the mixture was refluxed for 2 hours. After the reaction, the precipitated solid was collected by suction filtration. The collected solid washed with ethanol and dried. 7.3 g of a light-yellow solid was obtained as the target substrate in 69% yield.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customAfter the reaction
  3. filtrationthe precipitated solid was collected by suction filtration
  4. washThe collected solid washed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-351ebe2be7e44c089e1b72b9d6519b7a
Source dataset
uspto-grants-2010_04
Patent number
US07696348B2

Reaction notes

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