Benzoyl isocyanate → N-(3-cyanopyridin-2-ylcarbamoyl)benzamide

HRID 44384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 44384
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[C:10]([N:18]=[C:19]=[O:20])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O1CCOCC1>[C:8]([C:7]1[C:2]([NH:1][C:19]([NH:18][C:10](=[O:17])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[O:20])=[N:3][CH:4]=[CH:5][CH:6]=1)#[N:9]

Komponenten

4

Edukt 2

HCID 78210Benzoyl isocyanateHCID 8182592-Amino-3-cyanopyridine

Produkt 1

HCID 57456924N-(3-cyanopyridin-2-ylcarbamoyl)benzamideAusbeute 54,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 2-amino-3-cyanopyridine (300 mg, 2.5 mmol) in 1.4-dioxane (5 mL) was added benzoyl isocyanate (370 mg, 2.5 mmol). The reaction mixture was then stirred at room temperature under nitrogen overnight. The precipitation was collected by filtration, washed with EtOAc/Hexanes (1:4), and dried under vacuum to give N-(3-cyanopyridin-2-ylcarbamoyl)benzamide as a white solid (360 mg, 54%). MS 266 (MH+).

Aufarbeitung

  1. customThe precipitation
  2. filtrationwas collected by filtration
  3. washwashed with EtOAc/Hexanes (1:4)
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c3b7411f26834cec9ad8f0f65d4edb11
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541421B2

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