F. AL-HITY, W., A.AL-HADITHI, M., R.IBRAHEEM, K. (2012). SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY OF SOME OXAZEPINE AND OXAZINANE DERIVATIVES FROM REACTION OF SCHIFF BASES WITH SOME CYCLO ANHYDRIDE .. , 1(2), 47-61. doi: 10.37652/juaps.2007.15287
WALEED F. AL-HITY; MOHAMMED A.AL-HADITHI; KAISS R.IBRAHEEM. "SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY OF SOME OXAZEPINE AND OXAZINANE DERIVATIVES FROM REACTION OF SCHIFF BASES WITH SOME CYCLO ANHYDRIDE .". , 1, 2, 2012, 47-61. doi: 10.37652/juaps.2007.15287
F. AL-HITY, W., A.AL-HADITHI, M., R.IBRAHEEM, K. (2012). 'SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY OF SOME OXAZEPINE AND OXAZINANE DERIVATIVES FROM REACTION OF SCHIFF BASES WITH SOME CYCLO ANHYDRIDE .', , 1(2), pp. 47-61. doi: 10.37652/juaps.2007.15287
F. AL-HITY, W., A.AL-HADITHI, M., R.IBRAHEEM, K. SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY OF SOME OXAZEPINE AND OXAZINANE DERIVATIVES FROM REACTION OF SCHIFF BASES WITH SOME CYCLO ANHYDRIDE .. , 2012; 1(2): 47-61. doi: 10.37652/juaps.2007.15287

SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY OF SOME OXAZEPINE AND OXAZINANE DERIVATIVES FROM REACTION OF SCHIFF BASES WITH SOME CYCLO ANHYDRIDE .

Journal of University of Anbar for Pure Science
Article 11, Volume 1, Issue 2, 2007, Pages 47-61    PDF (715.57 K)
Document Type: Research Paper
DOI: 10.37652/juaps.2007.15287
Authors
WALEED F. AL-HITY1; MOHAMMED A.AL-HADITHI* 2; KAISS R.IBRAHEEM2
1Chem.Dept.College of Education for women, University of Al-Anbar
2Chem.Dept.College of Science, University of Al-Anbar
Abstract
Schiff bases [2-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylimino)-5,5-diethyl-dihydro-pyrimidine-4,6-dione and 2,6-Bis-(1,5 Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylimino)-5,5-diethyl-tetrahydro-pyrimidin-4-one] were prepared by condensation of 5,5-Diethyl-pyrimidine-2,4,6-trione with one equivalent and tow equivalent of 4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one in ethanol (as solvent). These Schiff-base were reacted with one equivalent of maleic , succinic and malonic anhydride in absolute ethanol to give 7-membered heterocyclic ring system 12(1,5-Dimethyl -3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3,3-diethyl-7-oxa-1,5,12-triaza-spiro[5.6]dodecane-2,4,8,11-tetraone. and 6- membered heterocyclic ring system of 5-(1,5-Dimethyl -3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-9,9-diethyl-1-oxa-5,7,11-triaza-spiro[5.5] undecane-2,4,8,10-tetraone.Than , the product were reacted with tow equivalent of maleic , succinic and malonic anhydride in same solvent give 2 (7-membered) heterocyclic ring system of 8,15-Bis-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-18,18-diethyl-1,10-dioxa-6,8,15,16-tetraza-dispiro[6.1.6.3]octadeca-3,12-diene-2,5,11,14,17-pentaone.(9) and 2 (6-membered) heterocyclic ring system of 7,13-Bis-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-16,16-diethyl-1,9-dioxa-5,7,13,14-tetraza-dispiro[5.1.5.3]hexadecane-2,4,12,15-pentaone. The final organic products were identified by there m.ps, elemental analyses,IR, and UV-Visible spectra.
Keywords
synthesis; Characterization; oxazepine; oxazepane; biological activity
References
 

 [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] enzodiazepines) 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, 1972            

[5]- Hussein F.A . Obaid,H.,A; (synthesis of N-substituted saccharins via Schiff Bases) ., Iraqi Journal of  Chemistry , Vol 26,No.(1),pp.42-50, 2000    

[6]- Hussein F.A. Obaid,H., A; (synthesis of N-substituted saccharins via Schiff Bases) Iraqi Journal of Chemistry , Vol 26,No.(1) pp.35-41, 2000,    

[7]- Hussein F.A. Obaid,H.,A; l, ( 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 Heterocycles . V11.5,6- dihydro-7H-pyrrolo [1,2-α] [1,4] benzodiazepines-6-ones), J.Heterocyclic Chem., 16,209, 2000   

[9]-John.R.Dyer, (Applications of absorption spectroscopy of Organic Compounds) Prentice- Hall, Inc.,Englewood Chiff,S,N.J., 2000

[10]-Robert M.Moriarty and charless w.Jefford, (Organic chemistry A problms : An Approach,) W.A.Bengamine,Inc,p 526, ,, 

[11]-Gunav,V.I;Mikhailopulo,I-A;Ovechkina,L.F andZavyalov,S.I;Chem.Abst.,,67,5497, 1967[ 12] -  ficini,J .and  Gene t,J. P; Soc. Chim .Fr., 2086, 1967

[13]ietch, H.;Glauss,K.;Schmidt,E and Jensen, H.; Chem. Abst.,,,84,13568f, 1967

[14]Kato,T,;Ymamota,Y.,Chem.Pharm.Bull.,,,15,1334, 1967

 [15]-Kato, T. and Sakamoto, T.,Chem.Abst., ,68, 11452, 1968

 [16]-  Matsuda,I.,;Yamato,S.,and Ishii,Y.;J.Chem.Soc. perkin Trans. (1) ,1933, 1976

 [17]-Eckhardt,H.H and Perst,H .; Tet.Lett. , ,23 2125, 1979

 [18]-  Obaid,H.,A; National J.,Chem. Vol(7),446-460, 2002.

[19]-Huisgen R., Angew; Chem. Internt.,Edit.7,321, 1968 .      

 [20]-Robert M.Moriarty and charless w.Jefford (Organic chemistry A problms : An Approach,) W.A.Bengamine,Inc,p 526 ,1975 .

[21] رویحة’أمیة1973 التداوی بالإعشاب بطریقة علمیة تشمل الطب الحدیث والقدیم.

[22] الزبیدی, زهیر نجیب بابان, هدى عبد الکریم و فلیح کاظم فارس 1997 دلیل العلاج بالإعشاب الطبیة العرقیة- شرکة آب للطباعة المحدودة. بغداد-العراق

[23]-Huisgen R., Angew; Chem. Internt. ,Edit.7,321  ,1968 .      

[24]- Robert M.Moriarty and charless w.Jefford (Organic chemistry A problems):

[25]- Hou,J.P.,and Poole,J.W.: J. Pharm.Sci. 58:1150,1969

[26]- Wilson and Gisold,s (Textbook of organic medical and pharmaceutical chemistry)    Tenth Edition , ippincott Williams & wilkins P 444 - 446 .

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