2-Aminobenzenesulfonamide → 2-(5-Bromo-2-chloropyrimidin-4-ylamino)benzenesulfonamide

HRID 2382635

反応式

HRID 2382635 の反応式
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([NH2:20])(=[O:19])=[O:18].C(=O)([O-])O.[Na+]>CC(O)C.Cl>[Br:1][C:2]1[C:3]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[S:17]([NH2:20])(=[O:18])=[O:19])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

参加物

6

反応物 3

HCID 728942-AminobenzenesulfonamideHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 516892Sodium Bicarbonate

生成物 1

HCID 859979922-(5-Bromo-2-chloropyrimidin-4-ylamino)benzenesulfonamide

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 3776Isopropanol溶媒

反応条件

温度
90 °C

実験手順

To a solution of 5-bromo-2,4-dichloropyrimidine (300 mg, 1.32 mmol) and 2-amino-benzenesulfonamide (340 mg, 1.97 mmol) in 2-propanol (3 mL), concentrated hydrochloric acid (0.06 mL) is added and the mixture is stirred at 90° C. for 4.5 hours. The mixture is poured into aqueous sodium hydrogen carbonate and extracted with ethyl acetate three times. The organic layer is washed with water, dried over sodium sulfate, and evaporated in vacuo. The residue is purified by column chromatography (hexane:ethyl acetate=2:1) to afford the title compound.

後処理

  1. extractionextracted with ethyl acetate three times
  2. washThe organic layer is washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue is purified by column chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-6cce7f7aba33426eaed060db6c035d52
出典データセット
uspto-grants-2012_09
特許番号
US08263590B2

関連ノート

読み込み中…