O-Phenylenediamine → 2-(4-bromophenyl)quinoxaline

HRID 251758Notes

Reaction equation

HRID 251758 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=O.[C:12]1([NH2:19])[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH2:18]>C(O)C>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[CH:2]=[N:19][C:12]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:18]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7243O-PhenylenediamineHCID 74544-Bromophenacyl bromide

Product 1

HCID 7620792-(4-bromophenyl)quinoxalineYield 41%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ten grams (36 mmol) of 2,4′-dibromo acetophenone and 4.0 g (37 mmol) of 1,2-phenylenediamine were refluxed under heating among 20 milliliter of ethanol for 3.5 hours. After completion of the reaction, resultant crystals were separated with filtration, washed with ethanol, thereby obtaining 4.2 g of 2-(4-bromo-phenyl)-quinoxaline (yield: 41%).

Workup

  1. customAfter completion of the reaction
  2. customresultant crystals were separated with filtration
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-bc1aac70cb564f46978f3b7f3f1c5dec
Source dataset
uspto-grants-2011_01
Patent number
US07867629B2

Reaction notes

Loading…