HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,1'-(4-Chlorobutylidene)bis(4-fluorobenzene) | HCID 76820 | — |
| Reactant | 5-bromo-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one | HCID 13792098 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | 5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one | HCID 21500275 | — |
Reaction Steps
A mixture of 7 parts of 1-chloro-4,4-bis(4-fluorophenyl)-butane, 5.9 parts of 5-bromo-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. The reaction mixture is cooled, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is crystallized twice: first from a mixture of 2-propanol and 2,2'-oxybispropane and then from ethanol. The product is filtered off and dried, yielding 5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 182° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03989707 |
| Source dataset | uspto-grants-1976_11 |
| ORD ID | ord-77346db747d14d18be83336021fca3ea |
| Source note | uspto-grants-1976_11 |