Reaktion #72616

Reaktionsgleichung

2-amino-4,5-dimethylthiophene-3-carbonitrile

benzoyl isocyanate

→

N-(3-cyano-4,5-dimethylthiophen-2-ylcarbamoyl)benzamide

Ausbeute 90.1%

Lösungsmittel

1.4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe precipitate was collected by filtration
2. 2
   Waschenwashed with 1.4-dioxane (20 mL×3)
3. 3
   Sonstigedried under vacuum at 40° C. for 3 hours

Vorschrift

To a solution of 2-amino-4,5-dimethylthiophene-3-carbonitrile (example 4b) (25 g, 164.5 mmol) in 1.4-dioxane (600 mL) was added benzoyl isocyanate (24.2 g, 164.5 mmol). The reaction mixture was then stirred at room temperature under nitrogen overnight. The precipitate was collected by filtration, washed with 1.4-dioxane (20 mL×3), and dried under vacuum at 40° C. for 3 hours to give N-(3-cyano-4,5-dimethylthiophen-2-ylcarbamoyl)benzamide (44.35 g, 90%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ2.10 (s, 3H), 2.24 (s, 3H), 7.52-7.56 (m, 2H), 7.64-7.69 (m, 1H), 8.01-8.03 (m, 2H), 11.57 (brs, 1H), 12.05 (brs, 1H). MS 300 (MH+).

Quelle