p-Bromobenzenesulfonyl chloride → 4-Bromo-N-[4-chloro-2-(pyridine-4-carbonyl)-phenyl]-benzenesulfonamide

HRID 29529

反応式

HRID 29529 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[C:20]([C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1)=[O:21]>N1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[C:20]([C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)=[O:21])(=[O:10])=[O:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 10214538(2-Amino-5-chlorophenyl)-pyridin-4-yl methanone

生成物 1

HCID 100725304-Bromo-N-[4-chloro-2-(pyridine-4-carbonyl)-phenyl]-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
80 °C

実験手順

4-Bromo-benzenesulfonyl chloride 27.5 g (107 mmol) was dissolved in 180 ml of anhydrous pyridine. To this solution was added (2-amino-5-chloro-phenyl)-pyridin-4-yl-methanone 25 g (107 mmol). The reaction mixture was stirred under nitrogen 5 hour at 80° C. and pyridine was then evaporated under vacuum. The resulting crude material was dissolved in dichloromethane, and extracted with saturated bicarbonate solution. The combined organic layer was washed with brine dried over magnesium sulfate, filtered and concentrated, then ethyl acetate (50 mL) added to the solid, the solid was filtered, washed again with ethyl acetate, to yield a pale yellow solid: LC-MSD, m/z for C18H12BrClN2O3S [M+H]+: 452.9

後処理

  1. custompyridine was then evaporated under vacuum
  2. dissolutionThe resulting crude material was dissolved in dichloromethane
  3. extractionextracted with saturated bicarbonate solution
  4. washThe combined organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. additionethyl acetate (50 mL) added to the solid
  9. filtrationthe solid was filtered
  10. washwashed again with ethyl acetate
  11. customto yield a pale yellow solid

出典と根拠

ORDレコード
ord-83614b2a73924137bac68b7eedc2daea
出典データセット
uspto-grants-2008_09
特許番号
US07420055B2

関連ノート

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