Glyoxal → Quinoxaline, 5-nitro-

HRID 513746

반응식

HRID 513746 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 97512Quinoxaline, 5-nitro-수율 97.5%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
85 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-aa1fa3bc74884eecb8bf344e5a373036
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102688B2

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