Reaktion #72641

Reaktionsgleichung

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

N-(3-Cyano-4,5-dimethylthiophen-2-ylcarbamothioyl)benzamide

NaOH

MeI

→

title compound

Ausbeute 89.0%

5,6-Dimethyl-2-(methylthio)thieno[2,3-d]pyrimidin-4-amine

Ausbeute 89.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was cooled in an ice bath
2. 2
   workup.STIRRINGAfter stirring for another 0.5 h
3. 3
   Filtrationthe resulting precipitate was collected by filtration
4. 4
   Waschenrinsed with water, 20% EtOH/H2O
5. 5
   Sonstigedried under vacuum

Vorschrift

To a suspension of N-(3-cyano-4,5-dimethylthiophen-2-ylcarbamothioyl)-benzamide (Example 1a) (1.33 g, 4.22 mmol) in ethanol (25 mL) was added NaOH (2.0 N, 5.8 mL) at room temperature under nitrogen. After stirring at 100° C. under nitrogen for 0.5 h, the reaction mixture was cooled in an ice bath and MeI (0.8 mL) was added dropwise. After stirring for another 0.5 h, the resulting precipitate was collected by filtration, rinsed with water, 20% EtOH/H2O, and dried under vacuum to give the title compound (840 mg, 89%). 1H NMR (400 MHz, DMSO-d6) δ2.32 (s, 3H), 2.34 (s, 3H), 2.42 (s, 3H), 6.93 (bs, 2H). MS 226 (MH+).

Quelle