Synthesis of New Aryl (3,6-Dichloro-4-pyridazinyl) Ketones and their Reaction with N,N-Dinucleophiles

Article abstract of DOI:10.1002/hlca.19880710507

The synthesis of new aryl (3,6-dichloro-4-pyridazinyl)ketones 3a-e via Friedel-Crafts acylation of the aromatic compounds 2a-e with 3,6-dichloro-4-pyridazinecarbonyl chloride (1) is described.The ketones 3a-e are cyclized with N,N-dinucleophilic reagents to the 3-aryl-5-chloro-1H-pyrazolo<3,4-c>pyridazines 4a-d, and 3a-c are converted into the 3-aryl-5-chloro-1H-pyrazolo<3,4-c>pyridazin-1-ethanols 5a-c and to the hitherto unknown ring system of the 5-aryl-3-chloro-7,8-dihydro-9H-pyridazino<3,4-e><1,4>diazepines (6a-c).