Reaktion #48585

Reaktionsgleichung

Thionyl chloride

4-nitro-3-pyrazolecarboxylic acid

EtOH

→

4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester

Ausbeute 96.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Trocknendried through azeotrope with toluene

Vorschrift

Thionyl chloride (2.90 ml, 39.8 mmol) was slowly added to a mixture of 4-nitro-3-pyrazolecarboxylic acid (5.68 g, 36.2 mmol) in EtOH (100 ml) at ambient temperature and the mixture stirred for 48 h. The mixture was reduced in vacuo and dried through azeotrope with toluene to afford 4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester as a white solid (6.42 g, 96%). (1H NMR (400 MHz, DMSO-d6) δ 14.4 (s, 1H), 9.0 (s, 1H), 4.4 (q, 2H), 1.3 (t, 3H)).

Quelle