Synthesis, Characterization and Evaluation of Antibacterial Activity of SeveralNew 3,4-Dimethyl Maleimides and 1,8-Naphthalimides Containing1,3,4-Oxadiazole Ring

MaroufAl-Azzawi, Ahlam

	Synthesis, Characterization and Evaluation of Antibacterial Activity of SeveralNew 3,4-Dimethyl Maleimides and 1,8-Naphthalimides Containing1,3,4-Oxadiazole Ring
Journal of Al-Nahrain University - Science
Article 1, Volume 14, Issue 1, 2011, Pages 15-29
Author
Ahlam MaroufAl-Azzawi
Abstract
A series of new cyclic imides (3,4-dimethyl maleimides) and (1,8-naphthalimides) substitutedwith 1,3,4-oxadiazole ring were prepared by following four different methods. The first oneinvolved direct reaction of 5- substituted–2 -amino-1,3,4- oxadiazole with 3,4-dimethyl maleicanhydride under certain conditions while the second method involved reaction of 5-subsitiuted-2-amino-1,3,4-oxadiazole with 1,8- naphthalic anhydride in the presence of glacial acetic acid. Thestrategy used in performing the third method based on Gabrial synthesis involving treatment of 5-substituted-2-amino-1,3,4-oxadiazoles with chloro acetyl chloride to afford 2-(2-chloro acetylamino)-1,3,4-oxadiazoles which in turn were used subsequently in reaction with 1,8-naphthalimideproducing three new N-(2-acetyl amino-5-substituted-1,3,4- oxadiazole-2-yl )-1,8-naphthalimides.The strategy used in performing the fourth method based on Williamson reactionincluding reaction of the prepared 2-(2-chloro acetyl amino)-1,3,4- oxadiazoles withN-( hydroxy phenyl )- 3,4- dimethyl maleimides to afford nine new N-[2-oxyacetamido-5-substituted 1,3,4-oxadiazole-2- yl )phenyl]-3,4-dimethyl maleimides. Finally antibacterial activityof all the prepared new cyclic imides were evaluated against two types of bacteria and the resultsshowed that most of the new imides posses high biological activity against these organisms.

Statistics Article View: 143 PDF Download: 98