Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one | HCID 104607 | — |
| Reactant | HCID 20481061 | HCID 20481061 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13253888 | HCID 13253888 | — |
Reaction Steps
A mixture of 3.1 g of 4-(4-fluorophenyl)-2-(bromomethyl)tetrahydrofuran, 3.5 g of 1-(4-piperidyl)-5-chloro-benzimidazolin-2-one, 2.5 g of sodium iodide and 2.0 g of potassium carbonate in 50 ml of dimethylformamide is heated with stirring at 60° C. for 24 hours. The reaction mixture is then poured into water and extracted with ethyl acetate. The extract is washed with water and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue is purified by column chromatography on silica gel with chloroform eluant. The thus obtained oil is treated with maleic acid. The crystalline precipitate is collected by filtration and recrystallized from ethanol to give 1-[1-(4-(4-fluorophenyl)-tetrahydro-2-furylmethyl)-4-piperidyl]-5-chloro-benzimidazolin-2-one maleate, melting at 200°-201° C. with decomposition.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04414216 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-67dc207f96164958b88fc9ad2c6228d5 |
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| Source note | uspto-grants-1983_11 |
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