Reaktion #9199

Reaktionsgleichung

2-Amino-1,3-benzothiazole-6-carbonitrile

ethylisocyanate

triethylamine

→

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

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthen cooled to room temperature
2. 2
   SonstigeThe solvent was removed in vacuo
3. 3
   Waschenthe solids were washed well with ether
4. 4
   SonstigeThe product was further purified by column chromatography
5. 5
   Sonstigeafter drying in vacuo
6. 6
   Sonstigeabout 0.14 grams was isolated
7. 7
   Sonstige1H NMR 1.1 (t, 3H, J=7.2 Hz), 3.2 (m, 2H), 6.8 (s, 1H), 7.7 (m, 2H), 8.4 (s, 1H), 11.0 (s, 1H), LC/MS 2.54 min, 247 (MH+), 245 (M−H−), lab RP-HPLC RT 7.8 minutes

Vorschrift

2-Amino-1,3-benzothiazole-6-carbonitrile (0.2 g) was dissolved in about 5 mL dimethylformamide. About 0.2 mL of ethylisocyanate was added, followed by about 0.3 mL triethylamine and the solution was heated to about 80° C. under good agitation. The solution was allowed to stir for about 4 hours then cooled to room temperature. The solvent was removed in vacuo and the solids were washed well with ether. The product was further purified by column chromatography and after drying in vacuo, about 0.14 grams was isolated. 1H NMR 1.1 (t, 3H, J=7.2 Hz), 3.2 (m, 2H), 6.8 (s, 1H), 7.7 (m, 2H), 8.4 (s, 1H), 11.0 (s, 1H), LC/MS 2.54 min, 247 (MH+), 245 (M−H−), lab RP-HPLC RT 7.8 minutes.

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