الفهرس | Only 14 pages are availabe for public view |
Abstract his thesis describes synthesis of new phthalazine derivatives through the reaction of nucleophiles with chlorophthalazine as a key intermediate with the aim to obtain new derivatives with remarkable antimicrobial activities. Therefore, this thesis contains the following parts: The Introduction chapter summarize the previous research work on the synthesis, reactions and biological evaluation of the phtalazine derivatives based on the literature review from different research groups worldwide. While the results and discussion chapter highlighted the synthesis and characterization of the target compounds including the discussion of the experimental methods adopted for the synthesis of the designed compounds as well as the different analytical methods applied for the characterization of the new phthalazine analogues. In this part the author synthesized 2-(4-methoxybenzoyl) benzoic acid 3 by the reaction of anisole with phthalic anhydride under Fridel Craft’s condition. Condensation of benzoic acid derivative with hydrazine hydrate in boiling ethanol afforded the target compound 4-(4-methoxyphenyl)-2Hphthalazin- 1-one 4. Further chlorination of compound 4 with POCl3 afforded 1- chlorophthalazine 5 as a key intermediate in good yield. The key intermediate 1- chloro-4-(4-methoxyphenyl) phthalazine 5 was used for the diversification of phthalazine core at the C-4 position. Thus, the phthalazine derivatives with C4- amine side chains and different carbon spacers between the two nitrogen were synthesized after reaction of the key intermediates,Compound 5 with excess of appropriate amines, through a nucleophilic aromatic substitution reaction with release of chloride at C-4 of the aromatic nucleus of phthalazine. |