Hydrochloric Acid → N-[5-(5-Trifluoromethyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-indan-2-yl]-acetamide

HRID 501241

Reaktionsgleichung

Cl[C:2]1[S:3][C:4]([C:7]([F:10])([F:9])[F:8])=[N:5][N:6]=1.[S:11]([C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[CH2:20][CH:19]([NH:24][C:25](=[O:27])[CH3:26])[CH2:18]2)(=[O:14])(=[O:13])[NH2:12].C(=O)([O-])[O-].[Cs+].[Cs+].Cl>O.CN1C(=O)CCC1>[F:8][C:7]([F:10])([F:9])[C:4]1[S:3][C:2]([NH:12][S:11]([C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH2:20][CH:19]([NH:24][C:25](=[O:27])[CH3:26])[CH2:18]3)(=[O:13])=[O:14])=[N:6][N:5]=1

Komponenten

Reaktionsbedingungen

Temperatur: 70 °C

Versuchsvorschrift

The mixture of 300 mg of 2-chloro-5-trifluoromethyl-[1,3,4]thiadiazol, 300 mg of N-(5-sulfamoyl-indan-2-yl)-acetamide, 1.8 g cesium carbonate und 10 ml of NMP was stirred at 70° C. for 3 hours. After cooling to room temperature 50 ml of water were added and with 2N hydrochloric acid a pH=3 was adjusted. The product was extracted twice with 30 ml of ethyl acetate, the organic layer was washed with 20 ml of water, dried over sodium sulfate and evaporated in vacuo. The resulting crude material was purified by column chromatography (silica gel, eluent: dichloromethane:methanol=90:10).

Aufarbeitung

extractionThe product was extracted twice with 30 ml of ethyl acetate
washthe organic layer was washed with 20 ml of water
dry with materialdried over sodium sulfate
customevaporated in vacuo
customThe resulting crude material was purified by column chromatography (silica gel, eluent: dichloromethane:methanol=90:10)

Quellen und Nachweise

ORD-Eintrag: ord-a9680995247b467085d5ffb3416ae18a
Quelldatensatz: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07772257B2

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