Reaktionsgleichung
[OH:1][C:2]1[CH:18]=[CH:17][C:5]2[NH:6][C:7]([NH:9][C:10]([NH:12][CH2:13][CH2:14][O:15][CH3:16])=[O:11])=[N:8][C:4]=2[CH:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=1[S:27](Cl)(=[O:29])=[O:28].O>[OH-].[Na+]>[Cl:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=1[S:27]([O:1][C:2]1[CH:18]=[CH:17][C:5]2[NH:6][C:7]([NH:9][C:10](=[O:11])[NH:12][CH2:13][CH2:14][O:15][CH3:16])=[N:8][C:4]=2[CH:3]=1)(=[O:29])=[O:28]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 5 °C
Versuchsvorschrift
To a solution of 175 mg of 1-(5-hydroxy-1H-benzimidazol-2-yl)-3-(2-methoxyethyl)urea in 15 cm3 of 0.1N aqueous sodium hydroxide solution are added 189 mg of finely ground 2,6-dichlorobenzenesulfonyl chloride. The suspension is stirred for about 20 hours at a temperature in the region of 20° C., 10 cm3 of water are then added and the mixture is cooled to about 5° C. for about 15 minutes. The precipitate is filtered off by suction, washed with three times 2 cm3 of water and dried under reduced pressure (13 kPa) over phosphorus pentoxide. After flash chromatography on a column of silica [eluent: dichloromethane/methanol/acetonitrile (95/3/2 by volume)], 65 mg of 2-{[(2-methoxyethyl)carbamoyl]amino}-1H-benzimidazol-5-yl 2,6-dichlorobenzenesulfonate are obtained in the form of a cream-coloured powder, the characteristics of which are as follows:
Aufarbeitung
- additionare then added
- filtrationThe precipitate is filtered off by suction
- washwashed with three times 2 cm3 of water
- dry with materialdried under reduced pressure (13 kPa) over phosphorus pentoxide
Quellen und Nachweise
- ORD-Eintrag
- ord-9a2bdd8081fe4db59f67a899490d994e
- Quelldatensatz
- uspto-grants-2012_02
- Patentnummer
- US08110571B2
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