HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzenesulfonyl chloride → N-Benzenesulfonyl-5-(4-methylpiperazin-1-yl)-indole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzenesulfonyl chloride | HCID 7369 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 5-(4-Methylpiperazin-1-yl)-1H-indole | HCID 22015405 | — |
| Katalysator | Trioctylmethylammonium chloride | HCID 21218 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-Benzenesulfonyl-5-(4-methylpiperazin-1-yl)-indole | HCID 22015412 | 66% |
Reaktionsschritte
5-(4-Methylpiperazin-1-yl)-indole (215 mg, 1 mmol), benzenesulfonylchloride (265 mg, 1.5 mmol) and Aliquat 336 (10 mg) were dissolved in DCM (10 mL). Aqueous NaOH (20%, 2 mL) was added and the mixture was stirred vigorously for 6 h. The organic layer was separated, dried and concentrated to give the crude as an oil that was purified on a silica column using DCM and MeOH as eluent. The pure fractions were concentrated to give an oil (260 mg, 0.66 mmol) 1H NMR (CDCl3) δ 2.35 (3H, s), 2.59 (4H, t, J=5), 3.18 (4H, t, J=5), 6.57 (1H, d, J=4), 6.98-7.03 (2H, m), 7.38-7.54 (4H, m), 7.82-7.90 (3H, m); MS (posES-FIA) 355.1345 M+; Purity (HPLC chromsil C18) >98%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07524839B2 |
| Quelldatensatz | uspto-grants-2009_04 |
| ORD ID | ord-c30c7a31efb84a4cb3f1baac90567d54 |
| Quellennotiz | uspto-grants-2009_04 |