Reaktion #47845

Reaktionsgleichung

1,4-Dithiane-2,5-diol

cyanoacetamide

MeOH

→

title compound

Ausbeute 143.0%

2-Aminothiophene-3-carboxamide

Ausbeute 143.0%

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated to about 50-60° C. for an additional 30 minutes
2. 2
   workup.STIRRINGwith stirring
3. 3
   TemperaturThe reaction mixture was then cooled to RT
4. 4
   SonstigeA fine precipitate formed upon addition, which
5. 5
   Filtrationwas filtered
6. 6
   Sonstigedried overnight

Vorschrift

1,4-Dithiane-2,5-diol (50 g, 328 mmol), and cyanoacetamide (55.2 g, 657 mmol) were added to a mixture of MeOH (150 mL), water (9 mL) and TEA (6.5 g, 50 mmol). The resulting mixture was heated at about 35-40° C. for 30 minutes while stirring, and then heated to about 50-60° C. for an additional 30 minutes with stirring. The reaction mixture was then cooled to RT and poured into a mixture of ice (70 g)/water (200 mL). A fine precipitate formed upon addition, which was filtered and dried overnight to give (66.7 g) of the title compound. MS (ES+): 143 (M+H)+.

Quelle