Glyoxal → Quinoxaline, 5-nitro-

HRID 513746

反応式

HRID 513746 の反応式
[CH:1]([CH:3]=O)=O.[N+:5]([C:8]1[C:9]([NH2:15])=[C:10]([NH2:14])[CH:11]=[CH:12][CH:13]=1)([O-:7])=[O:6]>CCO>[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:9]=1[N:15]=[CH:1][CH:3]=[N:14]2)([O-:7])=[O:6]

参加物

4

反応物 2

HCID 7860GlyoxalHCID 43595253-Nitro-1,2-phenylenediamine

生成物 1

HCID 97512Quinoxaline, 5-nitro-収率 97.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
85 °C

実験手順

Oxaldehyde (40% in water; 1.43 ml, 31.3 mmol) was added to a solution of 3-nitro-o-phenylene-diamine (600 mg, 3.9 mmol) in EtOH (15 ml) and the mixture was heated at 85° C. for 2 h. The solvent was removed in vacuo, the residue was diluted in water and the aqueous phase was extracted with DCM. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with DCM/MeOH (99:1) as the eluent to give the title compound (666 mg, 97%).

後処理

  1. customThe solvent was removed in vacuo
  2. additionthe residue was diluted in water
  3. extractionthe aqueous phase was extracted with DCM
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customThe crude residue was purified by column chromatography with DCM/MeOH (99:1) as the eluent

出典と根拠

ORDレコード
ord-aa1fa3bc74884eecb8bf344e5a373036
出典データセット
uspto-grants-2015_08
特許番号
US09102688B2

関連ノート

読み込み中…