Reaktion #9273

Reaktionsgleichung

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

ethylisocyanate

triethylamine

→

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

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle