Réaction #4017

Équation de réaction

2-chloro-1,1,1-triethoxyethane

2-aminothiophenol

→

2-chloromethylbenzothiazole

Rendement 91.3%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   Lavagethe resulting solution was washed with 3N HCl (10 ml)
2. 2
   AutreThe organic portion was evaporated
3. 3
   Autrethe residue chromatographed over silica gel

Mode opératoire

A solution of 2-chloro-1,1,1-triethoxyethane (5.9 g) and 2-aminothiophenol (2.5 g) was heated at 80° C. for 15 minutes. After cooling to room temperature, it was dissovled in methylene chloride (30 ml) and the resulting solution was washed with 3N HCl (10 ml) and then with water (20 ml). The organic portion was evaporated and the residue chromatographed over silica gel to obtain 2-chloromethylbenzothiazole (3.35 g; 90% yield), m.p. 34° C.

Source