Glyoxal → 6-Bromoquinoxaline

HRID 40237

반응식

HRID 40237 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([NH2:8])=[CH:6][CH:7]=1.[CH:10](=O)[CH:11]=O>CCO.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[N:8]=[CH:11][CH:10]=[N:9]2

참가 물질

5

반응물 2

HCID 7860GlyoxalHCID 3235934-Bromobenzene-1,2-diamine

생성물 1

HCID 6109396-Bromoquinoxaline

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 4-bromobenzene-1,2-diamine (4.0 g, 21 mmol) in 60 mL of EtOH was added 40% glyoxal aldehyde (4.1 ml, 32 mmol) solution in water. The resulting mixture was refluxed for 10 hours. The mixture was concentrated in vacuo and the residue was diluted in 100 mL of EtOAc. The organic solution was washed with 40 mL of satd. NaHCO3 and 40 mL of brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silca gel column chromatography (5% EtOAc/hex to EtOAC) to give light yellow solid 6-bromoquinoxaline. MS (ESI, pos. ion) m/z: 208.9 (M+1).

후처리

  1. temperatureThe resulting mixture was refluxed for 10 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. additionthe residue was diluted in 100 mL of EtOAc
  4. washThe organic solution was washed with 40 mL of satd
  5. dry with materialNaHCO3 and 40 mL of brine, dried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by a silca gel column chromatography (5% EtOAc/hex to EtOAC)

출처 및 근거

ORD 기록
ord-81c1fc950439433d9a82765501b51e0a
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524900B2

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