STUDIES WITH FUNCTIONALLY-SUBSTITUTED HETEROAROMATICS - A NOVEL ROUTEFOR THE SYNTHESIS OF 1-ARYL-6-OXOPYRIDAZINONES, 1-ARYLPYRIDAZINE-6-IMINES AND 1-ARYL-6-IMINO-4-PYRIDAZINALS
F. Alomran et al., STUDIES WITH FUNCTIONALLY-SUBSTITUTED HETEROAROMATICS - A NOVEL ROUTEFOR THE SYNTHESIS OF 1-ARYL-6-OXOPYRIDAZINONES, 1-ARYLPYRIDAZINE-6-IMINES AND 1-ARYL-6-IMINO-4-PYRIDAZINALS, Synthesis, (1), 1997, pp. 91
Aryldiazonium salts couple with the 3-dimethylamino-1-substituted enon
es 1 a-c to yield 2-arylhydrazono-3-oxo-3-substituted-propanals which
are excellent precursors for the synthesis of pyridazinones. The coupl
ing reaction of dimethylamino-3-substituted-penta-2,4-dienonitrile 12
a-b with benzene diazonium salts in ethanolic sodium hydroxide gives t
he pyridazinals 13a,b.