Réaction #75148

Équation de réaction

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

1-phenyl-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-phenyl-1,3,8-triazaspiro[4,5]decan-4-one

Rendement 22.0%

Solvants

4-methyl-2-pentanone

water

Conditions de réaction

Traitement

1. 1
   Températurerefluxed overnight
2. 2
   FiltrationThe undissolved product is filtered off
3. 3
   Autrepurified by column-chromatography over silica gel using
4. 4
   workup.ADDITIONa mixture of trichloromethane and 10% of methanol as eluent
5. 5
   AutreThe pure fractions are collected
6. 6
   Autrethe eluent is evaporated

Mode opératoire

A mixture of 2.3 parts of 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one, 2.31 parts of 1-phenyl-1,3,8-triazaspiro-[4,5]decan-4-one, 3.2 parts of sodium carbonate, 0.1 parts of potassium iodide and 80 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. After cooling to room temperature, water is added. The undissolved product is filtered off and purified by column-chromatography over silica gel using a mixture of trichloromethane and 10% of methanol as eluent. The pure fractions are collected and the eluent is evaporated, yielding 0.9 parts (22%) of 8-[3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one; mp. 228° C.

Source