N-(3-Aminophenyl)methanesulfamide → HCID 71060214, Verbindung

HRID 537850

Reaktionsgleichung

Reaktionsgleichung von HRID 537850
Cl[C:2]1[O:3][C:4]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)=[CH:5][N:6]=1.[NH2:15][C:16]1[CH:17]=[C:18]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])[CH:19]=[CH:20][CH:21]=1>CC(O)C>[C:11]([C:10]1[CH:13]=[CH:14][C:7]([C:4]2[O:3][C:2]([NH:15][C:16]3[CH:17]=[C:18]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])[CH:19]=[CH:20][CH:21]=3)=[N:6][CH:5]=2)=[CH:8][CH:9]=1)#[N:12]

Komponenten

4

Edukt 2

HCID 2734262N-(3-Aminophenyl)methanesulfamideHCID 684435584-(2-Chlorooxazol-5-yl)benzonitrile

Produkt 1

HCID 71060214HCID 71060214, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 4-(2-chlorooxazol-5-yl)benzonitrile 2 (0.20 g, 0.98 mmol) and commercially available N-(3-aminophenyl)methanesulfonamide 6 (0.182 g, 0.98 mmol) in 2-propanol (20 mL) was heated to 80° C. for 18 h with stirring. Upon cooling, a white solid precipitated out which was filtered off, washed with 2-propanol, and dried. This was then triturated with ether and filtered to yield the title product, a white solid, as the hydrochloride salt of 7 (0.14 g, 40%). Free amine containing filtrate was evaporated and silica column purified (Biotage) (Acetone/hexane as an eluent) to provide 7 (0.151 g, 44% yield) as pale yellow solid. MS (ES) m/z 355 (M+H+).

Aufarbeitung

  1. temperatureUpon cooling
  2. customa white solid precipitated out which
  3. filtrationwas filtered off
  4. washwashed with 2-propanol
  5. customdried
  6. customThis was then triturated with ether
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-7420927686214954be05acfb3df78fab
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865709B2

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