N-(3-Aminophenyl)methanesulfamide → HCID 71060442, Verbindung

HRID 537864

Reaktionsgleichung

Reaktionsgleichung von HRID 537864
Cl[C:2]1[O:3][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)=[CH:5][N:6]=1.[NH2:17][C:18]1[CH:19]=[C:20]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[CH:21]=[CH:22][CH:23]=1>CC(O)C>[F:14][C:13]([F:16])([F:15])[C:10]1[CH:11]=[CH:12][C:7]([C:4]2[O:3][C:2]([NH:17][C:18]3[CH:19]=[C:20]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[CH:21]=[CH:22][CH:23]=3)=[N:6][CH:5]=2)=[CH:8][CH:9]=1

Komponenten

4

Edukt 2

HCID 2734262N-(3-Aminophenyl)methanesulfamideHCID 710603952-Chloro-5-(4-(trifluoromethyl)phenyl)oxazole

Produkt 1

HCID 71060442HCID 71060442, VerbindungAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2-chloro-5-(4-(trifluoromethyl)phenyl)oxazole 31 (0.599 g, 2.42 mmol) and commercially available N-(3-aminophenyl)methanesulfonamide 6 (0.451 g, 2.42 mmol) in 2-propanol (20 mL) was heated to 80° C. for 14 h with stirring. Upon cooling, solvent was evaporated and silica column purified (Biotage) (Acetone/hexane as an eluent) to provide N-(3-((5-(4-(trifluoromethyl)phenyl)oxazol-2-yl)amino)phenyl) methane sulfonamide 33 (0.393 g, 41% yield) as a solid. MS (ES) m/z 398 (M+H+).

Aufarbeitung

  1. temperatureUpon cooling
  2. customsolvent was evaporated
  3. customsilica column purified (Biotage) (Acetone/hexane as an eluent)

Quellen und Nachweise

ORD-Eintrag
ord-168bbfb1619c43dfbb3c7a38f0e41240
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865709B2

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