反応 #1726666

反応方程式

N-[4-[(2-pyridinylamino)sulfonyl]phenyl]-acetamide

NaOH

→

4-amino-N-2-pyridinyl-benzenesulfonamide

収率 70.7%

溶媒

ethanol

1-methoxy-2-propanol

—

mixture

反応条件

後処理

1. 1
   温度the mixture was refluxed for an hour
2. 2
   その他the solvent was removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 1300 ml water
4. 4
   その他The precipitated impurities were removed by filtration
5. 5
   抽出the aqueous fraction was extracted three times with 450 ml methylene chloride
6. 6
   その他4-amino-N-2-pyridinyl-benzenesulfonamide precipitated from the medium
7. 7
   その他was isolated by filtration
8. 8
   その他dried

実験手順

The isolated N-[4-[(2-pyridinylamino)sulfonyl]phenyl]-acetamide was dissolved in 2.5 l of a mixture of ethanol and 1-methoxy-2-propanol (1/1). 105 g (2.66 mol) NaOH was added and the mixture was refluxed for an hour. The reaction mixture was allowed to cool down to room temperature and the solvent was removed under reduced pressure. The residue was dissolved in 1300 ml water and the mixture was acidified to pH 1 using HCl (conc.). The precipitated impurities were removed by filtration and the aqueous fraction was extracted three times with 450 ml methylene chloride. The aqueous fraction was neutralized to pH 7, using a 10 N NaOH solution. 4-amino-N-2-pyridinyl-benzenesulfonamide precipitated from the medium, was isolated by filtration and dried. 93.4 g (70.7%) of 4-amino-N-2-pyridinyl-benzenesulfonamide was isolated.

出典