Reaktion #48561

Reaktionsgleichung

4-Nitropyrazole-3-carboxylic acid

aniline

EDC

HOBt

→

title compound

Ausbeute 77.2%

4-Nitro-1H-pyrazole-3-carboxylic acid phenylamide

Ausbeute 77.2%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed by evaporation under reduced pressure
2. 2
   Sonstigethe residue triturated with ethyl acetate/saturated NaHCO3 solution
3. 3
   FiltrationThe resultant solid was collected by filtration
4. 4
   Waschenwashed with water and diethyl ether
5. 5
   Sonstigethen dried under vacuum

Vorschrift

4-Nitropyrazole-3-carboxylic acid (2.5 g; 15.9 mmol) was added to a stirred solution of aniline (1.6 ml; 17.5 mmol), EDC (3.7 g; 19.1 mmol), and HOBt (2.6 g; 19.1 mmol) in N,N-dimethylformamide (DMF) (25 ml), then stirred at room temperature overnight. The solvent was removed by evaporation under reduced pressure and the residue triturated with ethyl acetate/saturated NaHCO3 solution. The resultant solid was collected by filtration, washed with water and diethyl ether then dried under vacuum to give 2.85 g of the title compound (sodium salt) as a yellow/brown solid. (LC/MS: Rt 2.78, [M+H]+ 232.95).

Quelle