A new series of phthalazin-4-one derivatives have been synthesized from the phthalazinone 1 as starting material with some active
methylene compounds, Grignard reagents, acetylation, benzoylation and Mannich reaction. A triazolo derivative was also obtained via
chlorination of 1 and addition of propionic hydrazide. A C-N bond cleavage occurred accompanied by a good leaving of the phthalimide
nucleus upon subjecting 1 to Mannich reaction. A gentle competition between the phthalimide and the phthalzine nucleii was also observed
specially upon treatment of Grignard reagent. The structures of the newly synthesized derivatives were confirmed by their elemental
analysis, IR, 1H-NMR as well as mass spectral studies of the synthesized compounds were discussed.
Key words: phthalimides, phthalazinones, Grignard reagents, triazoles, quinazolinones, bond cleavage
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