2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → 5-amino-1-(3-methanesulfonyl-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester
Reaktionsgleichung
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([NH:11][NH2:12])[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].C(O[CH:16]=[C:17]([C:23]#[N:24])[C:18]([O:20][CH2:21][CH3:22])=[O:19])C>CCO>[CH2:21]([O:20][C:18]([C:17]1[CH:16]=[N:12][N:11]([C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH:6]=2)[C:23]=1[NH2:24])=[O:19])[CH3:22]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of the above crude (3-methanesulfonyl-phenyl)-hydrazine (0.86 g, 4.6 mmol) and ethyl (ethoxymethylene)cyanoacetate (0.78 g, 4.6 mmol) in EtOH (23 mL) is heated at 80° C. for 2 h before removal of the solvent. The residue is purified by silica gel chromatography to provide 5-amino-1-(3-methanesulfonyl-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester as a light yellow solid; HPLC-MS calculated for C13H15N3O4S (M+H+) 310.1, found 310.1.