Tetrahydrofuran → 5-(2-((2-(2-Ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide
Reaktionsgleichung
O1CCCC1.[CH2:6]([O:8][C:9]1[CH:34]=[CH:33][CH:32]=[CH:31][C:10]=1[O:11][CH2:12][C:13]([NH:15][CH:16]([CH3:30])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([S:26](=[O:29])(=[O:28])[NH2:27])[CH:19]=1)=O)[CH3:7].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O>[CH2:6]([O:8][C:9]1[CH:34]=[CH:33][CH:32]=[CH:31][C:10]=1[O:11][CH2:12][CH2:13][NH:15][CH:16]([CH3:30])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([S:26]([NH2:27])(=[O:28])=[O:29])[CH:19]=1)[CH3:7]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
50 ml of tetrahydrofuran was added to 4.22 g (10 mmol, 1.0 eq.) of 2-(2-ethoxy-phenoxy)-N-[2-(4-methoxy-3-sulfamoyl-phenyl)-1-methyl-ethyl]-acetamide. 379 mg (10 mmol, 4.0 eq.) of lithium aluminum hydride was added thereto and the whole mixture was stirred at 60° C. for 24 hours. Upon the completion of the reaction, 0.4 ml of water, 0.4 ml of 10% NaOH aqueous solution and 1.2 ml of water were sequentially added to the reaction solution and then, filtered through celite. The filtrate was concentrated under reduced pressure to obtain 3.5 g of 5-{2-[2-(2-ethoxy-phenoxy)-ethylamino]-propyl}-2-methoxy-benzene sulfonamide. Thereto was added 10 ml of 2 M HCl solution in ethanol to obtain 3.56 g (yield: 80%) of 5-{2-[2-(2-ethoxy-phenoxy)-ethylamino]-propyl}-2-methoxy-benzene sulfonamide hydrochloride.
Aufarbeitung
- additionwere sequentially added to the reaction solution
- filtrationfiltered through celite
- concentrationThe filtrate was concentrated under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-3fd2bb30df1d43c9a40235c1d444b1f0
- Quelldatensatz
- uspto-grants-2005_07
- Patentnummer
- US06914159B1
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