Volume No. :   6

Issue No. :  2

Year :  2014

ISSN Print :  0975-4393

ISSN Online :  2349-2988


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Synthesis and Characterization of (Diazenyl, Chalcone, Pyrazole)-Derivatives



Address:   Shaimaa Adnan1*, Kasim Hassan2, Hassan Thamer3
1College of Education, University of Al-Qadisiya, Iran
2College of Science, University of Babylon, Iran
3College of Education for Women- University of Kufa, Iran
*Corresponding Author
DOI No:

ABSTRACT:
In this study., heterocyclic compounds such as (isoxazolederivatives , pyrazol derivatives, oxazepinederivatives), were prepared by reaction2-aminobenzaldehyde with salicylaldehyde to get azo compound (5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxybenzaldehyde) (1),which react (in acid medium ) with 4-Bromoaniline to get 4-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-(((4-bromophenyl)imino)methyl)phenol(2) , and react with 4-aminobenzoicacid to get 1-(4-((5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxybenzylidene)amino)phenyl)ethanone(3) (both shiff base) . in other side ,(1) react ( in base medium ) with 4-Bromoacetophenon to get 3-(5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxyphenyl)-1-(4-bromophenyl)prop-2-en-1-one(4) ,and react with 4-hydroxyacetophenone to get 3-(5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one(5) (both chalcone derivatives).(2) and (3)react with phthalic anhydride and maliec anhydride to get 3-(5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxyphenyl)-4-(4-bromophenyl)-3,4-dihydrobenzo[e][1,3]oxazepine-1,5-dione(6),3-(5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxyphenyl)-4-(4-acetylphenyl)-3,4-dihydrobenzo[e][1,3]oxazepine-1,5-dione(7), 2-(5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxyphenyl)-3-(4-bromophenyl)-2,3-dihydro-1,3-oxazepine-4,7-dione(8), 2-(5-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-hydroxyphenyl)-3-(4-acetylphenyl)-2,3-dihydro-1,3-oxazepine-4,7-dione(9).(oxazepine derivatives) (4) and (5) react with hydrazinhydrate to get 4-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-(3-(4-bromophenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol(10), 4-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-(3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol(11), and react with phenylhydrazine to get 4-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-(5-(4-bromophenyl)-1-phenyl-2,3-dihydro-1H-pyrazol-3-yl)phenol(12), 4-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-(5-(4-hydroxy phenyl)-1-phenyl-2,3-dihydro-1H-pyrazol-3-yl)phenol(13) (pyrazol derivatives). 4 and 5 react with hydroxylaminehydrochlorideto get 4-((1H-benzo[d]imidazol-2-yl)diazenyl)-2-(3-(4-bromophenyl)-2,5-dihydroisoxazol-5-yl)phenol(14), 4-((1H-benzo[d]imidazol -2-yl)diazenyl)-2-(3-(4-hydroxyphenyl)-2,5-dihydroisoxazol-5-yl)phenol(15) (isoxazolederivatives). All this compounds characterized by means of FT- IR, and some of the compounds by means 1H-NMR,and 13C-NMRand follow reaction by Rf- TLC andMeasurement melting point .
KEYWORDS:
Azomethine , Diazenyl , Anhydride , Dione.
Cite:
Shaimaa Adnan, Kasim Hassan, Hassan Thamer. Synthesis and Characterization of (Diazenyl, Chalcone, Pyrazole)-Derivatives. Research J. Science and Tech. 6(2): April- June 2014; Page 95-100.
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