HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-(2-Bromoethyl)benzofurazan | HCID 11775899 | — |
| Reactant | 6-Methanesulfonamido-2-(4-piperidyl)indan-1-one hydrochloride | HCID 19759183 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide | HCID 54107427 | — |
Reaction Steps
In the manner described in Example 14, 6-methanesulfonamido-2-(4-piperidyl)-indan-1-one hydrochloride (0.20 g, 0.58 mmol), 5-(2-bromoethyl)benzofurazan (0.395 g, 1.74 mmol), sodium bicarbonate (0.146 g, 1.74 mmol) and potassium iodide (20 mg), in 20 mL of acetonitrile were heated under reflux for 30 hours. After purification by flask column chromatography on silica gel eluting with 5% methanol in chloroform saturated with ammonia (gas), and treatment with ethanol HCl, crystallization from methanol gave the title compound as a white solid, mp 214°-217° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05112824 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-55a7a0ef3bdc4910bf893274e3abe5b0 |
| Source note | uspto-grants-1992_05 |