Hydrazine hydrate (1:1) → 2-(p-Acetylaminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one
Reaktionsgleichung
[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]([C@H:11]2[CH2:13][C@H:12]2[C:14](O)=[O:15])=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].O.[NH2:20][NH2:21]>C(O)C>[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]2[CH:11]3[CH:12]([C:14](=[O:15])[NH:20][N:21]=2)[CH2:13]3)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
6.0 g (24.3 millimoles) of cis-2-(p-acetylaminobenzoyl)-cyclopropanecarboxylic acid, 1.33 g (26.6 millimoles) of hydrazine hydrate and 150 ml of ethanol are refluxed for 6 hours. After filtering off the product at 0° C. and drying it under reduced pressure at 50° C., 5.0 g (85% of theory) of 2-(p-acetylaminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are isolated as colorless crystals, melting point 269°-270° C. after recrystallization from a methanol/water mixture.