5-Isopropyl-1,3,4-thiadiazol-2-amine → N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-acetamide
Reaktionsgleichung
[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([S:13](Cl)(=[O:15])=[O:14])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[CH:17]([C:20]1[S:24][C:23]([NH2:25])=[N:22][N:21]=1)([CH3:19])[CH3:18]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[CH:17]([C:20]1[S:24][C:23]([NH:25][S:13]([C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2])=[CH:8][CH:9]=2)(=[O:15])=[O:14])=[N:22][N:21]=1)([CH3:19])[CH3:18]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
22.0 g 4-(2-Acetylamino-ethyl)-benzenesulfonyl chloride, 12.0 g 5-isopropyl-[1,3,4]thiadiazol-2-yl-amine and 1.0 g 4-dimethylaminopyridine were dissolved in 300 ml pyridine and stirred at 60° C. for thirty minutes. The pyridine was removed in vacuo and the residue coevaporated three times with portions of 100 ml toluene. The residue was purified by chromatography on silica gel with the eluents dichloromethane:methanol=95:5 to obtain 16.8 g N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-acetamide as a solid.
Aufarbeitung
- customThe pyridine was removed in vacuo
- customThe residue was purified by chromatography on silica gel with the eluents dichloromethane
Quellen und Nachweise
- ORD-Eintrag
- ord-5ef034faae024da4ae3d5b6540c2aa60
- Quelldatensatz
- uspto-grants-2010_12
- Patentnummer
- US07858647B2
Notizen zur Reaktion
Wird geladen…