b-Aroyl-a-(indole-3-yl) propionic acids (II) were prepared by the reaction of b-aroyl-acrylic acids (I) with indole. Reaction of (II) with hydrazines afforded the pyridazinomes (III) and (IV). Pyridazinone (III) reacted with POCl3, ethylbromoacetate and P2S5 to yield chloropyridasine (V). 3-O-carbethoxymethyl pyridazine (VIII) and the thione derivatives (XII) respectively. The behavior of 3-chloropyridazine towards hydrazine hydrate and acyl hydrazines was investigated. Actions of hydrazine hydrate and benzylamine on the 3-O-carbethoxymethyl pyridazine and thione (VIII) and (XII) were also investigated. Dehydration of (II) yielded the butenolide (XV). The behavior of the butenolide towards benzylamine, ammonium acetate and hydroxylamine hydrochloride was studied.
E. A SOLIMAN ,A Y EL-KADY ,A M EL-GENDY ,G H. TAMAM ,
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