Triethylamine → 1-[2-[4-[(Methylsulfonyl)amino]phenyl]ethyl]-1H-imidazole
Reaktionsgleichung
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>C(Cl)Cl>[CH3:22][S:23]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:4][CH:3]=1)(=[O:25])=[O:24]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -10 °C
Versuchsvorschrift
To a -10° C. solution of 8 g (0.064 mole) of 1-[2-(4-aminophenyl)ethyl]-1H-imidazole and 10 mL triethylamine in 200 mL of methylene chloride add 5 mL of methanesulfonyl chloride dropwise. Stir the resulting solution at -10° C. for about 30 minutes then warm to ambient temperature for about 30 minutes. Wash the reaction mixture with water. (2×100 mL). Extract with 10% aqueous sodium hydroxide (2×50 mL). The combined aqueous extracts are neutralized with ammonium chloride then extracted with methylene chloride (2×100 mL) and combined. Remove the solvent in vacuo to provide the title compound, which may be recrystallized from tetrahydrofuran.
Aufarbeitung
- temperaturethen warm to ambient temperature for about 30 minutes
- washWash the reaction mixture with water
- extractionExtract with 10% aqueous sodium hydroxide (2×50 mL)
- extractionthen extracted with methylene chloride (2×100 mL)
- customRemove the solvent in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-1675d0f43e1d4b2db8c66df17dee7637
- Quelldatensatz
- uspto-grants-1986_09
- Patentnummer
- US04613609
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