Synthesis of New Bioactive Compounds of Pyrazino [2,3-e][1,3] Oxazepines and Pyrazino [2,3-e] [1,3] Diazepines Bearing 1,3,4-Oxadiazole Moieties

Ayyash, A. N.; Juwair, K. A.; Najeeb, O. G.; Jasim, N. M.

doi:10.21608/ejchem.2021.55735.3174

Synthesis of New Bioactive Compounds of Pyrazino [2,3-e][1,3] Oxazepines and Pyrazino [2,3-e] [1,3] Diazepines Bearing 1,3,4-Oxadiazole Moieties

Document Type : Original Article

Authors

¹ University of Fallujah, College of Applied Science, Department of Applied Chemistry, Anbar, Iraq

² University of Fallujah, Biotechnology and Environmental Center, Anbar, Iraq

10.21608/ejchem.2021.55735.3174

Abstract

A series of novel derivatives of 7,7'-(1,4-phenylene) bis [(5-substitutedphenyl-1,3,4-oxadiazol-2-yl)-amino (7,8-dihydropyrazino[2,3-e][1,3]oxazepine-5,9-dione)], 3a-d and 7,7'-(1,4-phenylene)bis[(5-substitutedphenyl-1,3,4-oxadiazol-2-yl)-amino (7,8 dihydro-5H-pyrazino[2,3-e][1,3]diazepine-5,9(6H)-dione)], 4a-d have been prepared by the cycloaddition reaction of 2,3-pyrazinedicarboxylic anhydride (and/or 2,3-pyrazinedicarboximide) with new derivatives of 1,3,4 oxadiazole bearing azomethine group which were prepared via cyclization reaction of some carbohydrazides with various benzoic acids in POCl3. The structures of the desired compounds were in a coincidence as deduced from their FTIR, 1H NMR, 13C NMR, and mass spectra. Antimicrobial activities of titled compounds have been recorded with good to excellent results.

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