Reaktion #11520

Reaktionsgleichung

ammonia

Hydroxybenztriazole

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

5-Bromo-3-[(t-butyloxycarbonyl)amino]thiophene-2-carboxylic acid

→

5-Bromo-3-(t-butyloxycarbonyl)aminothiophene-2-carboxamide

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was heated
2. 2
   Temperaturto reflux for 1 h
3. 3
   SonstigeThe acetonitrile was removed by evaporation
4. 4
   workup.ADDITIONWater (100 ml) was added
5. 5
   Sonstigethe mixture was sonicated
6. 6
   Sonstigetriturated
7. 7
   FiltrationThe resultant off-white solid was then collected by filtration
8. 8
   Waschenwashed with water
9. 9
   Sonstigedried under vacuum (0.763 g)

Vorschrift

5-Bromo-3-[(t-butyloxycarbonyl)amino]thiophene-2-carboxylic acid (0.80 g) was stirred in acetonitrile (80 ml). Hydroxybenztriazole (1.41 g) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.62 g) were added and stirring continued at room temperature for 10 minutes. Concentrated aqueous ammonia solution (8 ml) was added and the reaction mixture was heated to reflux for 1 h. The acetonitrile was removed by evaporation. Water (100 ml) was added and the mixture was sonicated and triturated. The resultant off-white solid was then collected by filtration, washed with water and dried under vacuum (0.763 g).

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