Potassium Carbonate → 6-(5-Isoquinolylsulfanyl)quinoxaline

HRID 619743

반응식

HRID 619743 반응식
[CH:1]1[C:10]2[C:5](=[C:6]([S:11][C:12]3[CH:13]=[C:14]([NH2:19])[C:15]([NH2:18])=[CH:16][CH:17]=3)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.O.S(=O)(O)[O-].[Na+].[CH:26]([CH:28]=O)=O.C(=O)([O-])[O-].[K+].[K+]>O>[CH:1]1[C:10]2[C:5](=[C:6]([S:11][C:12]3[CH:13]=[C:14]4[C:15](=[CH:16][CH:17]=3)[N:18]=[CH:28][CH:26]=[N:19]4)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 154356894-(5-Isoquinolylsulfanyl)-1,2-benzenediamineHCID 23685989Glyoxal-sodium bisulfite hydrate

생성물 1

HCID 218469576-(5-Isoquinolylsulfanyl)quinoxaline수율 44.4%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
80 °C

실험 절차

4-(5-Isoquinolylsulfanyl)-1,2-benzenediamine 200 mg (0.7 mmol) was dissolved in water 10 ml, a water solution 6 ml of glyoxal-sodium bisulfite hydrate 580 mg (2.3 mmol) was added, and the mixture was stirred for 1 hour at 80° C. Potassium carbonate was added to the reaction solution to alkalize the solution, and the solution was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (chloroform:acetone=1:10), and 6-(5-isoquinolylsulfanyl)quinoxaline 90 mg (41.2%) was obtained.

후처리

  1. extractionthe solution was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium chloride
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (chloroform:acetone=1:10)

출처 및 근거

ORD 기록
ord-921c43ccfe6d4d018719c5f9ab54e792
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05959107

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