Water → 4-bromo-2H-phthalazin-1-one
Reaktionsgleichung
[C:1]([NH:13][NH2:14])(=O)[C:2]1[C:3](=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:4](NN)=[O:5].P(Br)(Br)(Br)(Br)[Br:16].O>C(Br)(Br)(Br)Br>[Br:16][C:1]1[C:2]2[C:3](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:4](=[O:5])[NH:14][N:13]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of phthalhydrazide (3.2 g) and phosphorus pentabromide (19.0 g) was heated with stirring in carbon tetrabromide (50 g) at 125° for 16 hours. The cooled mixture was poured into water (50 cm3) and the product collected by filtration. The solid product was chromatographed on silica (Merck "MK 60.9385" [Trade Mark]) eluting with diethyl ether:dichloromethane, 1:3 by volume. Combination and evaporation of appropriate fractions afforded the title compound, m.p. 268°-271° (1.5 g).