Reaktion #9264

ord-b5781a6f057c43938316f29e4db42aaf

Reaktionsgleichung

N#Cc1ccc2nc(N)sc2c1
2-amino-1,3-benzothiazole-6-carbonitrile
CCN=C=O
ethylisocyanate
CCN(CC)CC
triethylamine
CCNC(=O)Nc1nc2ccc(C#N)cc2s1
N-(6-Cyano-1,3-benzothiazol-2-yl)-N′-ethylurea

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

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 further purified by column chromatography
  5. 5
    Sonstigeafter drying in vacuo
  6. 6
    Sonstigeabout 0.14 grams is isolated

Vorschrift

0.2 grams of 2-amino-1,3-benzothiazole-6-carbonitrile is dissolved in about 5 ml dimethylformamide. About 0.2 ml of ethylisocyanate is added followed by about 0.3 ml triethylamine and the solution is heated to about 80° C. under good agitation. The solution is allowed to stir for about 4 hours then cooled to RT. The solvent is removed in vacuo and the solids are washed well with ether. The product is further purified by column chromatography and after drying in vacuo, about 0.14 grams is isolated.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091227B2uspto-grants-2006_08