Réaction #75156

Équation de réaction

6-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one

sodium carbonate

potassium iodide

→

6-chloro-1,3-dihydro-1-{3-[4-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)-1-piperidinyl]propyl}-2H-benzimidazol-2-one

Solvants

4-methyl-2-pentanone

water

water

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture is cooled
2. 2
   FiltrationThe undissolved product is filtered off
3. 3
   Autrecrystallized from a mixture of N,N-dimethylformamide and water
4. 4
   FiltrationIt is filtered off again
5. 5
   Filtrationfiltered off while hot and
6. 6
   Autredried

Mode opératoire

A mixture of 5.6 parts of 6-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one, 4.34 parts of 1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 6.4 parts of sodium carbonate, 0.2 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight with water-separator. The reaction mixture is cooled and water is added. The undissolved product is filtered off and crystallized from a mixture of N,N-dimethylformamide and water. It is filtered off again, boiled in methanol, filtered off while hot and dried, yielding 5.1 parts of 6-chloro-1,3-dihydro-1-{3-[4-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)-1-piperidinyl]propyl}-2H-benzimidazol-2-one; mp. 273° C.

Source