@article { author = {Kakanejadifard, Ali and Sharifi, Ashraf and Delfani, Farshad and Ranjbar, Bijan and Naderimanesh, Hossein}, title = {Synthesis of Di and Tetraoximes from the Reaction of Phenylendiamines with Dichloroglyoxime}, journal = {Iranian Journal of Chemistry and Chemical Engineering}, volume = {26}, number = {4}, pages = {63-67}, year = {2007}, publisher = {Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR}, issn = {1021-9986}, eissn = {}, doi = {10.30492/ijcce.2007.7602}, abstract = {2,5,10,13-Tetraazatricyclo [12,2,2,26,9] icosa-1(16),6,8,14,17,19-hexene-3,4,11,12-tetraone tetraoxime (1a) and 2,5,11,14-tetraazatricyclo [13,3,1,16,10] icosa-1(19),6,8,10(20),15,17-hexaene-3,4,12,13-tetraonetetraoxime (1b) were obtained from condensation of 1,4- and 1,3-phenylendiamine with dichloroglyoxime, respectively. The reaction of 1,2-phenylendiamine with dichloroglyoxime resulted in the production of (2Z,3Z)-1,4-dihydroquinoxaline-2,3-dione dioxime (2). The x-ray structure determination of compound 2 shows the piprazine ring is rather planar relative to the fused aromatic ring. The results show that a resonance occurs between the aromatic ring and the C=N bond, through N4 and N3 atoms of the molecule. The results from x-ray data, indicated that the molecules 2 could exist as a dimmer by intermolecular hydrogen bonding between NH and OH groups.}, keywords = {Phenylendiamine,Dichloroglyoxime,vic-Dioximes,Crystal structure,Intermolecular hydrogen bonds}, url = {https://ijcce.ac.ir/article_7602.html}, eprint = {https://ijcce.ac.ir/article_7602_ec71c680e67478150bc66dc056a0ad48.pdf} }