Реакция #1726666

Уравнение реакции

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

NaOH

→

4-amino-N-2-pyridinyl-benzenesulfonamide

Выход 70.7%

Растворители

ethanol

1-methoxy-2-propanol

—

mixture

Условия реакции

Обработка

1. 1
   Температураthe mixture was refluxed for an hour
2. 2
   Другоеthe solvent was removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 1300 ml water
4. 4
   ДругоеThe precipitated impurities were removed by filtration
5. 5
   Экстракцияthe aqueous fraction was extracted three times with 450 ml methylene chloride
6. 6
   Другое4-amino-N-2-pyridinyl-benzenesulfonamide precipitated from the medium
7. 7
   Другоеwas isolated by filtration
8. 8
   Другоеdried

Методика

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.

Источник