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 | HCID 21500294 | HCID 21500294 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | HCID 21500285 | HCID 21500285 | — |
Reaction Steps
A mixture of 7 parts of 1-chloro-4,4-bis(4-fluorophenyl)-butane, 5 parts of 5-chloro-1,3-dihydro-3-(2-oxopropyl)-1-(4-piperidinyl)-2H-benzimidazol-2-one, 6.4 parts of sodium carbonate, 0.2 parts of potassium iodide and 160 parts of 4-methyl-2-pentanone is stirred and refluxed for 24 hours. After cooling, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The oily residue is stirred while warming in 2,2'-oxybispropane. The turbid mixture is filtered hot over hyflo and the clear filtrate is allowed to cool to room temperature while stirring. The crystallized product is filtered off and recrystallized from 2-propanol, yielding 5-chloro-1-{1 -[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-3 -(2-oxopropyl)-2H-benzimidazol-2-one; mp. 175.3° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03989707 |
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| Source dataset | uspto-grants-1976_11 |
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| ORD ID | ord-da086498d0ec429997c76b58b6d1aad7 |
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| Source note | uspto-grants-1976_11 |
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