Reaction #1583898

Reaction equation

1,1-Dimethoxy-N,N-dimethylmethanamine

2-bromobenzene-1-sulfonamide

DMF

sodium hydrogen sulfate

water

→

2-bromo-N[1-dimethylaminometh-(E)-ylidene]benzenesulfonamide

Yield 96.6%

Conditions

Workup

1. 1
   workup.ADDITIONadded to the mixture
2. 2
   FiltrationThe precipitate was filtered
3. 3
   Washwashed with water
4. 4
   Otherdried

Procedure

1,1-Dimethoxy-N,N-dimethylmethanamine (14.6 mL, 104 mmol) was added to 2-bromobenzene-1-sulfonamide (20.4 g, 86.4 mmol) in DMF (56 mL, 720 mmol). The mixture was stirred at room temperature for about 90 minutes. A solution of sodium hydrogen sulfate (1.7 g, 14 mmol) in water (170 mL, 9400 mmol) was cooled to 0° C. and then added to the mixture. The precipitate was filtered, washed with water, and dried to yield 2-bromo-N[1-dimethylaminometh-(E)-ylidene]benzenesulfonamide as a white solid (24.3 g).

Source