Document Type : Research Paper

Authors

Chemistry of Dept- College of Education for women- University of Anbar

Abstract

N,Ń,Nً-Tris-(4-dimethylamino-benzylidene)-[1,3,5]triazene-2,4,6-triamine were prepared by condensation of [1,3,5]Triazene-2,4,6-triamine (Melamine) with o-4-dimethylamino- benzaldehyde. These Schiff-bases were reacted with one equivalent of Maleic,Succinic anhydride in absolute ethanol to give 7-membered heterocyclic ring system of 3-{4,6-Bis-[(4-dimethylamino-benzlidene)-amino]-[1,3,5]triazin-2-yl}-2-(4-dimethylamino-phenyl)-2,3-dihydro-[1,3]oxazepine-4,7-dione.Addition of two equivalents of Maleic,Succinic anhydride gave of 8-{4-[(4-dimethylamino-benzylidene)-amino]-6-[4-dimethylamino-phenyl)-4,7-dioxo-4,7-dihydro-[1,3]oxazepine-3-yl]-[1,3,5]triazin-2-yl}-7-(4-dimethylamino -phenyl)-7,8-dihydro-6-oxa-8-aza-benzocycloheptene-5,9-dione.i.e, two distant 7-membered rings. Which were reacted with pyrrolidine to give anilid-pyrrolidine derivatives of maleic and Succinic. The synthesized compounds were confirmed by their IR, 1H NMR, UV, spectra and C.H.N. analysis.

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 [1] Toshio Makai, Tsutomu Kumagai, and Osamu Sashimoto, (photochemical and    thermal reactions of some heterocyclic containing C=N-O and N=C-O group) Pure    and Appl.  Chem.Vol.49, pp.287-308, 1977
 [2] Cheesman, G.W.H.and Greenberg, S.G., (Synthesis of 5,6-dihydro-4H- Pyrrolo [1, 2-α] [1,4] benzodiazepines) J.Heterocyclic Chem. 16,241, 1979 
[3]   Schiff, H.., Ann, 131,118, 1864
[4] Clifford J.Crewell, Olaf, A.Rungvist, and Malcolm M.Campbell,(spectral  analysis of organic compounds), 2nd ed., Longman, 1864     
[5] Hussein F.A. etal (synthesis of N-substituted saccharins via Schiff Bases), Iraqi Journal of Chemistry, Vol 26, No. (1), pp.42-50, 2000
[6] F.A. Hussein etal, (synthesis of N-substituted saccharins via Schiff Bases), Iraqi Journal of Chemistry, Vol 26, No.(1) pp.35-41, 2000
 [7] F.A.Hussein etal, (synthesis of some Barbiturates via Schiff bases). Iraqi Journal of Chemistry, Vol 26, No.(1) pp.216-274, 2000
[8] Enrico Aiello, Gaetano Dattolo, Cirrincione, (polycondensed Nitrogen Heterocyclic. V11.5,6- dihydro-7H-pyrrolo [1,2-α] [1,4] benzodiazepines-6-ones), J.Heterocyclic Chem., 16,209, 1979   
[9] John. R. Dyer,, (Applications of absorption spectroscopy of Organic Compounds)  Prentice- Hall, Inc., Englewood Chiff, S, N.J., 1965
[10] Robert M.Moriarty and charless w.Jefford, (Organic chemistry A problms: An, Approach) W.A. Bengamine, Inc, p526, 1975
[11] waleed,F.Al-hity, Synthesis and Characterization of 8-(4-Dimethyl amino- phenyl)-9-(6-R- benzothiazol-2-yl)-7-oxa-9-aza-spiro[4.5]decane-6,10-dione and 8-(2- hydroxy-phenyl) -9-(6-R-benzothiazol-2-yl)-7-oxa-9-aza-spiro [4.5] decane -6,10-dione by reaction of 2-Oxa-spiro [3.4] octan -1,3-dionewith (4- Dimethylamino- benzylidene) -(6-R-benzothiazol-2-yl)-amine and 2-[6-R-benzothiazol- limino)-methyl]-phenol. .of Um-Salama for Science, Vol 4 ,No (1), 2005  
[12] waleed,F.Al-hity and Mohamed,A,T,,Synthesis, Characterization and Kinetic Studies of Oxazepine and Oxazepine from reaction of 1,3-Bis(2-hydroxy-benzylidene)-urea and 1,3-Bis-(Dimethylamino- benzylidene)-urea with maleic, Succinic and phthalic anhydride. Al-Nahrain University Journal for Science, Vol 8, (2), pp 27- 34, 2005
[13] Waleed, F. Al-Hiti and Mohamed, A, T,, Synthesis and Characterization of Oxazepine and Oxazepine from reaction maleic and Succinic anhydride. National Journal of chemistry. Volume 23, pp 405-417, 2006.