Synthesis, Characterization and Evaluation of Biological Activity of New Heterocycles Based on 2- Cyclic Imides-5- substituted Thiadiazole | ||
| Al-Mustansiriyah Journal of Science | ||
| Article 1, Volume 25, Issue 4, December 2014, Pages 17-32 | ||
| Author | ||
| Abdul-Jabar Khalaf Atia | ||
| Abstract | ||
| Starting with 2-amino-5-mercapto-1,3,4-thiadiazole a series of cyclic imides linked to 1,3,4-thiadiazole moiety (1-3) were synthesized via the reacting amino group with different cyclic anhydrides using microwave method. The products were reacted with chloro acetic acid to yeild {[5- substitutedimide-1,3,4-thiadiazol-2-yl]thio} acetic acid (4-6), which converted later to the acid chlorides (7-9) by using thionyl chloride. The reaction of glycine with the last compounds (7-9) was performed to form [{[(5- substitutedimide-1,3,4-thiadiazol-2-yl)thio] acetyl}amino] acetic acid (10-12), which are the basic compounds to give the following heterocycles derivatives: 4-arylidene-1,3-oxazol-5(4H)-one (13-15), 3-amino-5-arylidene-3,5-dihydro-4H-imidazol-4-one (16-18), and ethyl 6-hydroxy-5,6,7,7a-tetrahydro-1,3-benzoxazole-5-carboxylate (19-21). The present work involved also synthesis of three different heterocycles derivatives, oxadiazole (25-27), 1-amino triazole-5-thiaol (28-30), and 1-phenyl triazole-5-thiaol (31-33) using compounds (22-24) as starting material. The synthesized compounds were screened for their antimicrobial activity and exhibited good to moderate antimicrobial activity against the tested organisms. The structure of all the compounds was confirmed by elemental analysis and spectral analysis (H1-NMR, FT-IR and UV. visible). | ||
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