Reacción #1120230

Ecuación de reacción

5-acetylaminomethyl-2-chloroacetylfuran

diaminomethylenethiourea

→

4-(5-acetylaminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole

Rendimiento 46.6%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was evaporated in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in water (300 ml)
3. 3
   FiltraciónThe resulting precipitate was collected by filtration
4. 4
   Lavadowashed with water
5. 5
   Otrorecrystallized from a mixture of methanol, tetrahydrofuran and diisopropyl ether

Procedimiento

A solution of 5-acetylaminomethyl-2-chloroacetylfuran (39.9 g) and diaminomethylenethiourea (21.9 g) in ethanol (400 ml) was refluxed for two hours with stirring. The solvent was evaporated in vacuo and the residue was dissolved in water (300 ml). The solution was basified with an aqueous potassium carbonate. The resulting precipitate was collected by filtration, washed with water and recrystallized from a mixture of methanol, tetrahydrofuran and diisopropyl ether to afford 4-(5-acetylaminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole (24.1 g).

Fuente