Water → HCID 86631984, Verbindung

HRID 1800393Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1800393
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([O:8][C:9]2[CH:10]=[C:11]([NH:15][C:16](=[O:27])[C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=3)[CH:12]=[CH:13][CH:14]=2)=[CH:4][CH:3]=1.[CH2:28]([O:30][C:31]([N:33]=[C:34]=[S:35])=[O:32])[CH3:29].O>CS(C)=O>[F:25][C:23]([F:26])([F:24])[C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][CH:20]=1)[C:16]([NH:15][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=1)[O:8][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:34]([NH:33][C:31](=[O:32])[O:30][CH2:28][CH3:29])=[S:35])=[N:7][CH:6]=1)=[O:27]

Komponenten

5

Edukt 3

HCID 962WaterHCID 85320Ethyl isothiocyanatoformateHCID 68419251N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-3-(trifluoromethyl)benzamide

Produkt 1

HCID 86631984HCID 86631984, VerbindungAusbeute 59,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a solution of N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-3-(trifluoromethyl)benzamide (600 mg, 1.61 mmol) in dimethyl sulfoxide (30 mL) was added ethoxycarbonyl isothiocyanate (230 μL, 1.95 mmol), and the mixture was stirred at room temperature for 12 hr. Water (150 mL) was slowly added to the reaction mixture, and the mixture was extracted with ethyl acetate (300 mL). The organic layer was washed with water (100 mL) and saturated brine (100 mL), and dried over anhydrous sodium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give ethyl ({[5-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)pyridin-2-yl]amino}carbonothioyl)carbamate (485 mg, 59%) as a brown oil.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate (300 mL)
  2. washThe organic layer was washed with water (100 mL) and saturated brine (100 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationThe insoluble material was filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4d084ace6cd34a00a06653cddbdad458
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344135B2

Notizen zur Reaktion

Wird geladen…