Synthesis and biological activity studies of new 1,2-diazin-dione,1,3,4-oxadiazole, 4-oxazoline, 4-thiazolidinone and 1,3-oxazepin-dione derivatives. +CD

number: 
1582
English
department: 
Degree: 
Imprint: 
Chemistry
Author: 
Marwa Ibrahim Al-Omiary
Supervisor: 
Dr.Sawsan H. Shawkat
year: 
2006

Abstract:

The scheme of this work involves synthesis of new five, six and seven membered heterocyclic rings derived from p-Toluic acid [1].This work is divided into four parts: -Part one: - Include synthesizing phthalazin, pyridazin-dione and oxadiazole derivatives [4], [5], [6] and [7] derived from 4-methyl benzoic hydrazide [3] which was prepared from the reaction of ethyl-4-methyl benzoate [2] with hydrazine hydrate as show in scheme 1.

Part two: - Include synthesis of ?- Semicarbazide derivatives (compounds 8 and 9) from reacting 4-methyl benzoic hydrazide with phenyl isocyanate and 1-Naphthyl isocyanate respectively.?- Oxazoline derivatives [10] and [11] were obtained from the intermolecular cyclization of semicarbazide derivatives [8], [9] with 4-bromophenancyl bromide respectively, as shown in Scheme 2.
Part three: - Include synthesis of I- Different Schiff base compounds [12-17], from the reaction of compound [3] with different aromatic aldehydes and ketone. ?- Thiazolidinone derivatives [18-21] were prepared by the reaction of Schiff bases with ?-mercapto acetic acid in dry benzene. ??- Oxazepine derivatives [22-26] were prepared by refluxing maleic anhydride in dry benzene with Schiff bases.

Part four: - In this part, the antibacterial activity of some of the synthesized compounds was studied and compared with the activity of the starting material [3].These activities were determined inviter using disc diffusion method against two pathogenic strains of bacteria Escherichia Coli (G-) and Staphylococcus Auras (G+). The results revealed that compounds (3, 4, 7, 10and 19) showed slight activity and compound (24) showed high activity toward E.Coli, as showed in table (3-7)