Reaction #4239

Reaction equation

2-(chloromethyl)benzenesulfonamide

pyrrolidine

→

white solid

Yield 92.8%

2-(1-Pyrrolidinylmethyl)benzenesulfonamide

Yield 92.8%

Solvents

acetonitrile

Conditions

Workup

1. 1
   Otherthe volatiles were removed under vacuum
2. 2
   workup.ADDITIONthe residue was treated with water (40 ml)
3. 3
   Temperaturechilled
4. 4
   Filtrationfiltered
5. 5
   Otherdried

Procedure

A solution of 2-(chloromethyl)benzenesulfonamide (2.00 g, 10 mmol) in acetonitrile (20 ml) was contacted with pyrrolidine (1.6 ml, 20 mmol). After 1.0 hr at ambient temperature, the volatiles were removed under vacuum and the residue was treated with water (40 ml) and chilled. The resulting solid was pulverized, filtered, and dried to give 2.23 g of white solid, m.p. 110°-112°.

Source