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O-Phenylenediamine → 2,3-Bis(4-bromophenyl)quinoxaline

HRID 520829
ノート
印刷プレビュー

反応式

HRID 520829 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)=O)=O)=[CH:4][CH:3]=1.[C:19]1([NH2:26])[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[NH2:25]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:10]([C:12]3[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=3)=[N:26][C:19]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:25]=2)=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7243O-PhenylenediamineHCID 964304,4'-Dibromobenzil

生成物 1

HCID 5549772,3-Bis(4-bromophenyl)quinoxaline

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Under a stream of nitrogen, 30.2 g (82.0 mmol) of 4,4′-dibromobenzil, 9.31 g (86.1 mmol) of 1,2-phenylenediamine, and 300 mL of chloroform were put into a 500-mL three-neck flask and a reflux thereof was performed at 80° C. for 5 hours. After the reaction, the reaction solution was cooled to room temperature and washed with water. An aqueous layer was extracted with chloroform and dried with magnesium sulfate together with an organic layer. After the drying, the mixture was suctioned and filtrated, and the filtrate was enriched. The obtained solid was dissolved in toluene, and the resulting solution was subjected to suction filtration with florisil, celite, and alumina. The filtrate was enriched, whereby 30.0 g of a white powder solid of 2,3-bis(4-bromophenyl)quinoxaline that was a subject matter was obtained at a yield of 99%.

後処理

  1. temperaturea reflux
  2. customAfter the reaction
  3. washwashed with water
  4. extractionAn aqueous layer was extracted with chloroform
  5. dry with materialdried with magnesium sulfate together with an organic layer
  6. filtrationfiltrated
  7. dissolutionThe obtained solid was dissolved in toluene
  8. filtrationthe resulting solution was subjected to suction filtration with florisil, celite, and alumina
  9. customwas obtained at a yield of 99%

出典と根拠

ORDレコード
ord-4a0d67299917496cbee43c61f6fa6752
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09328098B2

反応ノート

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