Reacción #9273

Ecuación de reacción

(2-amino-1,3-benzothiazol-6-yl)methyl cyanide

ethylisocyanate

triethylamine

→

N-(6-Methylcyano-1,3-benzothiazol-2-yl)-N′-ethylurea

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathen cooled to RT
2. 2
   OtroThe solvent is removed in vacuo
3. 3
   Lavadothe solids are washed well with ether
4. 4
   OtroThe product is recrystallized from hot EtOAc
5. 5
   OtroLC/MS 2.73 min, 261 (M+1), 259 (M−1)

Procedimiento

About 1 g of (2-amino-1,3-benzothiazol-6-yl)methyl cyanide is dissolved in about 10 ml dimethylformamide. About 0.8 ml of ethylisocyanate is added followed by about 1.4 ml triethylamine and the solution is heated to about 80° C. under good agitation. The solution is allowed to stir for about 4–6 hours then cooled to RT. The solvent is removed in vacuo and the solids are washed well with ether. The product is recrystallized from hot EtOAc. 1H NMR 1.09 (t, 3H), 3.1 (m, 2H), 4.1 (s, 2H), 6.72 (m, 1H), 7.32 (m, 1H), 7.61 (d, 1H), 7.85 (s, 1H), 10.7 (s, 1H); LC/MS 2.73 min, 261 (M+1), 259 (M−1).

Fuente