Journal :   Asian Journal of Research in Chemistry

Volume No. :   7

Issue No. :  12

Year :  2014

Pages :   1067-1104

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Synthesis and Characterization of New 1,3- Oxazepine, Diazepine, thiazepine Derivatives and Open Ring of Thio compounds



Address:   Dr. Nagham Mahmood Al-jamali
Ph.D., Assist. Professor, Chemistry Dept., Kufa Univ., Iraq.
*Corresponding Author
DOI No:

ABSTRACT:
The scheme of this work involves synthesis of p-N,N-dimethylamino benzylideneareneamines (Schiff bases). Compounds (N2-N17) were synthesized by condensation of p-N,N-dimethylaminobenzaldehyde with different primary aromatic amines in the presence of absolute ethanol with reflux for (2) hrs to produce sixteen derivatives of Schiff bases. This work is divided to four different parts scheme(I): First part: To obtain oxazepine derivatives (N18-N33) and (N34-N49), Schiff bases (N2-N17) were reacted with maleic anhydride in the presence of dry benzene with reflux for (3) hrs to produce sixteen derivatives of oxazepine compounds (N18-N33) and also reacted with phthalic anhydride to produce other sixteen oxazepine compounds (N34-N49)which are 2-(p-N,N-dimethylaminobenzyl) -3-aryl -2,3-dihydro benz [1,2-e] [1,3] –oxazepine – 4,7- diones, the resulting colored crystalline solid was recrystallized form dry 1, 4-dioxan scheme (I). Second part: This part involves the synthesis of diazepine derivatives [N50-N54] . Oxazepine derivatives [N35, N38, N41, N46, N48] were reacted with various primary aromatic amines in dry benzene with reflux for (4-5)hrs to produce five derivatives of diazepine compounds of 1-(aryl)-2-(p-N,N-dimethyl amino benzyl) -3 - aryl - 1,2,3 - trihydro benzo [1,2,3] [1,3] – diazepine - 4,7 -diones [N50-N54] the resulting colored crystalline solid was recrystallized from ethanol scheme (I). Third part: This part involves the thio derivatives of open ring [N55-N58] by the reaction of oxazepine derivatives [N18, N19, N21, N31] were reacted with benzene thiol or with 2-mercapto benzene thiazol in dry benzene with reflux for (4-5) hrs to the four derivatives of thio compounds of N-(p-N,N-dimethy (amino benzyl alcohol)- N-(4-benzo thiazol sulphide) -1.4 – done – 2- butane) –N-aryl amine [N55-N58].The resulting colored crystalline solid was recrystallized from ethanol. Four part: The attempt to synthesis thiazepine compounds by using oxazepine compounds was failed. The Schiff bases [N2-N17] , oxazepines [N18-N33] , oxazepines [N34-N49] , diazepines [N50-N54] , open chain thio derivatives [N55-N58] , have been characterized by melting points, C.H.N Analysis and spectroscopic methods (Uv-Vis, FT.IR, HN.M.R), this work is summarized by the following scheme(I):
KEYWORDS:
Synthesis and Characterization of New 1,3- Oxazepine, Diazepine, thiazepine Derivatives and Open Ring of Thio compounds.
Cite:
Nagham Mahmood Al-jamali. Synthesis and Characterization of New 1,3- Oxazepine, Diazepine, thiazepine Derivatives and Open Ring of Thio compounds. ian J. Research Chem. 7(12): December, 2014; Page 1067-1104.
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