HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → N-[3-(4-isopropyl-1-piperazinyl)propyl]phthalimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | N-3-Bromopropylphthalimide | HCID 21611 | — |
| Reactant | 1-Isopropylpiperazine | HCID 78013 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-[3-(4-isopropyl-1-piperazinyl)propyl]phthalimide | HCID 20252235 | 88.4% |
Reaction Steps
N-(3-Bromopropyl)phthalimide (16.7 g, 62.4 mmol) is added to a stirred solution of 1-isopropyl-piperazine (8.00 g, 62.4 mmol) and diisopropylethylamine (8.06 g, 62.4 mmol) in anhydrous 1,4-dioxane (300 mL). The resultant mixture is heated in an oil bath at 90° C. for 20 hours. At ambient temperature, chloroform (300 mL) and half-saturated aqueous NaCl (200 mL) are added to the mixture. The organic layer is separated, dried over magnesium sulfate, filtered, and concentrated. The crude oil is subjected to chromatography on silica gel and eluted with 2 M NH3/CH3OH in dichloromethane 0-5% to provide the title compound as a tan oil (17.4 g, 87% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547691B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-d70c2f5d6af64cf9aefdf6ec09a2e50e |
| Source note | uspto-grants-2009_06 |