Y. Issac
1999
Citations
0
Influential Citations
3
Citations
Journal
Zeitschrift für Naturforschung B
Abstract
yielded 3-benzoyl-6-phenylpyridazine (2). Phenyl(6-phenyl-pyridazin-3-yl)methanol (3) has been obtained via NaBH4 reduction of ketone 2. Reaction of 2 with hydroxylamine or its O-alkyl analogue has been found to yield 3-benzoyloxime-6-phenylpyridazine (4) and alkyloximes (5), respectively. Treatment of 4 with a mixture of acetic acid and sulfuric acid afforded ketone 2 again and not the rearranged products (6 or 7). Beckmann rearrangement has however been achieved for 3-benzoyl(O-ethyloxime)-6-phenylpyridazine (5a) and oxime 4 giving solely 3-carboxanilide-6-phenylpyridazine (6), 4-Benzoyloxime-3-phenyl-6-chloropyridazine (17) has been synthesized from the corresponding ketone 16.