Abstract
This thesis describes the Synthesis new compounds of 2-aminothiazole containing β-lactam and 1,3-oxazepine rings.The 4-bromoaniline was converted into a diazonium salt, which was reacted with 2-aminothiazole under the acidic condition to give compound 2.
Equation A. The diazotization step.
The product was subject to the Schiff base reaction. Imine group was prepared by the reaction of compound 2 with aldehydes (4-chlorobanzaldehyde, 4 bromobanzaldehyde, 4-hydroxybanzaldehyde, 4-nitrobanzaldehyde, p-dimethyl amino benzaldehyde, 2-methyl benzaldehyde, 3-hydroxy-4-methyl benzaldehyde, 3,4,5-trimethoxy benzaldehyde).
Equation B. The formation of imine group.
The other compounds that contains β-lactam rings were formed by the cycloaddation reaction. However, imine group was reacted with chloroacytal chloride under basic condition, which gave the desired products in good yield.
Equation C. The Synthesis of β-lactam products
Furthermore, the compounds that have a 1,3-oxazepine ring were formed by the cycloaddation reaction of compounds contain imine group with malic anhydride in benzene as a solvent go desired products in an excellent yield.
Equation D. The Synthesis of compound containe1,3-oxazepine-dione ring.
The antibacterial was tested for some compounds against (Gr+ve) (Staphylococcus aureus and Streptococcus SSP) and two gram-negative bacteria (Gr-ve ) (Escherichia coli and Klebsiella pneumonia). The tests were carried out using the disk diffusion method and activity was good for some of compounds.
