Reaction #54200

Reaction equation

2-mercapto-N,N'-p-phenylenebismethanesulfonamide

2-(1-piperidinyl)ethyl chloride

→

title compound

2-(2-(1-Piperidinyl)ethylthio)-N,N'-p-phenylenebismethanesulfonamide Hydrochloride

Solvents

ethanol

Conditions

Workup

1. 1
   OtherThe reaction flask was then removed from the heat
2. 2
   OtherAt the end of a period of 15 hours the precipitated white solid product (8.9 g) was collected on
3. 3
   Filtrationa filter
4. 4
   Otherdried
5. 5
   OtherRecrystallization
6. 6
   workup.ADDITIONfrom a mixture of nitromethane and dimethylformamide

Procedure

To a solution containing 8.9 g (0.030 mole) of 2-mercapto-N,N'-p-phenylenebismethanesulfonamide dissolved in 500 ml of ethanol at 60° C. was added 4.7 g (0.032 mole) of 2-(1-piperidinyl)ethyl chloride with stirring. The reaction flask was then removed from the heat, and the mixture was allowed to cool to room temperature. At the end of a period of 15 hours the precipitated white solid product (8.9 g) was collected on a filter and dried. Recrystallization from a mixture of nitromethane and dimethylformamide gave the title compound as white crystals, m.p. 218°-218.5° C. dec.

Source