Réaction #1120230

Équation de réaction

5-acetylaminomethyl-2-chloroacetylfuran

diaminomethylenethiourea

→

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

Rendement 46.6%

Solvants

ethanol

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source