Potassium Carbonate → 6-(5-Isoquinolylsulfanyl)quinoxaline

HRID 619743

反応式

HRID 619743 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 218469576-(5-Isoquinolylsulfanyl)quinoxaline収率 44.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-921c43ccfe6d4d018719c5f9ab54e792
出典データセット
uspto-grants-1999_09
特許番号
US05959107

関連ノート

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