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Abstract !he pressent work deals w:l. th synthesis and. reactions of 4-(p-tolyl)-5,6,7,8-tetrabromo l{2H) phthalazinone with some eleotrophiles e.g. ethyl bromoacetate and. methyliodide; and some nuoleophiles e.g._ carbon nucleophiles (Grigne.rd reagents), and oblorine nuolophiles (POC13/PC15). The phthalazinone derivative reacts with ethyl bromoacetate in dry acetone and anhydrous potassitllll carbonate as a catalyst and giTes 1-0-carboetboxymetbylphthalazine derivative as a sole product~ On the other hand, when the reaction was carried out in the presence of pyridiM as a catalyst 2-etbo:rycarbo~lmetbyl derivative was obtained as a sole product (i.e N-alkyl derivative and no 0-alkyl derivative was obtained). Similarly, metbyliodide reacted with the phthalaziDo!’le derivative by using pyridine as catalyst and. gave Z•llletbyl-4-p-(tolyl):..5,6,7,B-tetrabromophthaJJaz!l..ne. The latter compound having methyl group activated by heteroaromatio moiety, and its reactivity was tested b,y condensation with aromatic aldehydes and phthalimide. Also in this work the author planed to investigate the reactivity ot the titled phthe.lazinone which contains two reaction site’s for reaction with alkyl or aralkyl magnesium halide under Gr:l.gnard reaction conditions ( C=O and -C=N), the results cited there in the texet. This. wark also deals with preparation ot the cblorophthslazine via the interaction ot tbe titled phthalazinone with P0013/P015 mixture, the cbloroderivative having chlorine atom activated b1 heterrl moietr, therefore~ nucleophilic substition reaction b.1 nitrogen nucleophiles took place readil1 with the cbl~ro substrate. Structure ot all s1nthesised compounds had been elucidated via chemical ’tools and ph1sical tools e.g. IR spectra and 1R-NMR spectra. |