Réaction #75147

Équation de réaction

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

1-(p-fluorophenyl)-1,3,8-triazaspiro[4,5]decan-4-one

sodium carbonate

potassium iodide

→

8-[3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl]-1-(4-fluorophenyl)-1,3,8-triazaspiro-[4,5]-decan-4-one

Solvants

4-methyl-2-pentanone

Conditions de réaction

Traitement

1. 1
   Températurerefluxed overnight
2. 2
   TempératureAfter cooling
3. 3
   Filtrationthe precipitated product is filtered off
4. 4
   Autretriturated twice
5. 5
   workup.ADDITIONfirst in a boiling mixture of 4-methyl-2-pentanone and 2-propanol
6. 6
   FiltrationIt is filtered off again
7. 7
   Autrecrystallized from a mixture of N,N-dimethylformamide and water

Mode opératoire

A mixture of 4.6 parts of 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one, 5 parts of 1-(p-fluorophenyl)-1,3,8-triazaspiro[4,5]decan-4-one, 10 parts of sodium carbonate, 0.2 parts of potassium iodide and 80 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. After cooling, the precipitated product is filtered off and triturated twice: first in a boiling mixture of 4-methyl-2-pentanone and 2-propanol and then in boiling methanol. It is filtered off again and crystallized from a mixture of N,N-dimethylformamide and water, yielding 4.5 parts of 8-[3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl]-1-(4-fluorophenyl)-1,3,8-triazaspiro-[4,5]-decan-4-one; mp. 215.4° C.

Source