Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one | HCID 88638 | — |
| Reactant | HCID 13151502 | HCID 13151502 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13151510 | HCID 13151510 | — |
Reaction Steps
A mixture of 2.59 g of 2-(4-fluorophenyl)-5-(bromomethyl)tetrahydrofuran, 2.17 g of 1-(4-piperidyl)benzimidazolin-2-one, 1.5 g of sodium iodide and 1.38 g of potassium carbonate in 30 ml of dimethylformamide is heated with stirring at 50°-60° C. for 3 hours. The reaction mixture is then poured into water and extracted with chloroform. The extract is washed twice 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 colorless oil is dissolved in ethanol, and fumaric acid is added thereto. The crystals precipitated are collected by filtration and recrystallized from ethanol to give 1-[1-(2-(4-fluorophenyl)-tetrahydro-5-furylmethyl)-4-piperidyl]benzimidazolin-2-one fumarate as colorless needles, melting at 200°-201° C.
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-f648f5e0229a49b492096d3d0cb3268b |
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| Source note | uspto-grants-1983_11 |
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