Reaction #1002924

Reaction equation

compound

7-Chloro-4H-1,2,4-benzothiadiazine 1,1-dioxide

K2CO3

1-bromo-4-fluorobutane

→

7-Chloro-4-(4-fluorobutyl)-4H-1,2,4-benzothiadiazine 1,1-dioxide

Solvents

acetonitrile

Conditions

Workup

1. 1
   workup.ADDITIONare added
2. 2
   workup.ADDITIONThe reaction mixture is introduced into a sealed autoclave
3. 3
   TemperatureAfter cooling
4. 4
   Otherthe solvent is evaporated off under reduced pressure
5. 5
   FiltrationThe insoluble material is collected by filtration
6. 6
   Washwashed with water
7. 7
   Otherdried
8. 8
   OtherThe precipitate is then recrystallised from a minimum of ethyl acetate with the aid
9. 9
   Temperatureof heat
10. 10
    TemperatureAfter cooling
11. 11
    Filtrationthe title compound is collected by filtration
12. 12
    Washwashed with a minimum of ethyl acetate
13. 13
    Otherdried

Procedure

150 mg of the compound obtained in Step A of Example 1 are dissolved in 8 ml of acetonitrile, to which 300 mg of K2CO3 and 0.15 ml of 1-bromo-4-fluorobutane are added. The reaction mixture is introduced into a sealed autoclave and is heated at 100° C. for 3 hours. After cooling, the solvent is evaporated off under reduced pressure and the residue is taken up in a minimum of water. The insoluble material is collected by filtration, washed with water and dried. The precipitate is then recrystallised from a minimum of ethyl acetate with the aid of heat. After cooling, the title compound is collected by filtration, washed with a minimum of ethyl acetate and dried.

Source