2-Chlorophenylhydrazine hydrochloride → HCID 59633025, Verbindung
Reaktionsgleichung
[CH3:1][O:2][C:3](=[O:15])[C:4](=O)[CH2:5][C:6]([C:8]1[S:9][C:10]([Br:13])=[CH:11][CH:12]=1)=O.Cl.[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[NH:24][NH2:25]>CO>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]([C:8]2[S:9][C:10]([Br:13])=[CH:11][CH:12]=2)[N:24]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[Cl:17])[N:25]=1)=[O:15]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 20 °C
Versuchsvorschrift
A solution of 4-(5-bromo-thiophen-2-yl)-2,4-dioxo-butyric acid methyl ester (15 g, 50 mmol) and 2-chlorophenylhydrazine hydrochloride (10.75 g, 60 mmol) in dry MeOH (200 mL) was heated to reflux for 6 h. After cooling to 20° C., a white solid precipitated and was collected by filtration, washed with a small volume of cold MeOH and dried under high vacuum to afford 5-(5-bromo-thiophen-2-yl)-1-(2-chloro-phenyl)-1H-pyrazole-3-carboxylic acid methyl ester (20 g, 100%). 1H-NMR (CDCl3): δ 7.48-7.55 (m, 3H), 7.43 (m, 1H), 7.11 (s, 1H), 6.90 (d, 2H), 6.65 (s, 1H), 3.95 (s, 3H).