Reaction #171958

Reaction equation

Compound 3

N-(2-methylbenzothiazole-6-sulfonyl)piperidine

p-toluenesulfonic acid methyl ester

→

Compound 4

Yield 86.0%

N-(2,3-dimethylbenzothiazole-6-sulfonyl)piperidine tosylate

Yield 86.0%

Conditions

Workup

1. 1
   Temperatureto cool to room temperature
2. 2
   Otherthe resulting mass was triturated with acetone (25 ml) until a gray colored solid
3. 3
   Otherseparated
4. 4
   OtherThe solid was collected by centrifugation
5. 5
   Washwashed with acetone
6. 6
   Otherdried under vacuum

Procedure

A mixture of Compound 3 (1.0 g, 3.4 mmol) and p-toluenesulfonic acid methyl ester (0.94 g, 5.1 mmol) was heated in a pressure tube at 130° C. for 1 hour. The mixture was allowed to cool to room temperature, and the resulting mass was triturated with acetone (25 ml) until a gray colored solid separated. The solid was collected by centrifugation, washed with acetone and dried under vacuum to yield 1.4 g (86%) of Compound 4 whose structure is given below:

Source