Reaktion #423989

Reaktionsgleichung

sodium bicarbonate

3-aminobenzene sulfonamide

aminobenzene sulfonamide

dimethylamino-acetyl chloride HCl

→

2-(dimethylamino)-N-(3-sulfamoyl-phenyl)acetamide

Lösungsmittel

acetone

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONhad dissolved
2. 2
   TemperaturThe flask was then cooled in an ice bath
3. 3
   SonstigeAfter 30 min the reaction was removed from the ice bath
4. 4
   FiltrationThe reaction mixture was then filtered
5. 5
   Waschenwashed with methanol and acetonitrile
6. 6
   SonstigeThe filtrate was dried on a rotary evaporator

Vorschrift

A flask was charged with 3-aminobenzene sulfonamide (3.3 g, 19 mmol), and 20 mL of 1:1 acetone:H2O. The solution was stirred at room temperature until the aminobenzene sulfonamide had dissolved. The flask was then cooled in an ice bath and dimethylamino-acetyl chloride HCl (4.6 g, 29 mmol) was added. To the resulting slurry sodium bicarbonate (4.8 g, 57 mmol) was added over a 15 m period. After 30 min the reaction was removed from the ice bath and allowed to stir at room temperature for 15 h. The reaction mixture was then filtered and washed with methanol and acetonitrile. The filtrate was dried on a rotary evaporator to yield 2-(dimethylamino)-N-(3-sulfamoyl-phenyl)acetamide, which was submitted to the next step without further purification. MS (EI) m/z C10H15N3O3S: 258.0 (MH+).

Quelle