Synthesis and Characterization of Heterocyclic Compounds Derived From 4- Hydroxy and 4-Amino Acetophenone

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Nisreen H. Karam Jumbad H. Tomma Ammar H. AL-dujaili

Abstract

 Two series of Schiff Bases [VI]n and thiazolidin-4-one derivatives[VII]n were synthesized by many steps starting from cyclization of 4- hydroxyacetophenon with thiourea in iodine to yield 1,3-thiazole compound which was reacted with pentoxy bromide in anhydrous potassium carbonate to converted compound[II] and this reacted with Phenol to yield azo compound[III]. The azo compound reacted with ethyl chloro acetate in basic medium to get a new easter compound[IV]  which is converted to their acid hydrazid[V]. The later compound condensation with n-alkoxy benzaldehyde to give new Schiff bases[VI]n . Imine group undergoes addition cyclization with thioglycolic acid to get thiazolidinone compounds[VII]n .Also, two new series of Schiff Bases [XII]n and their thiazolidin-4-one derivatives[XIII]n were synthesized by using the same steps given for synthesis Schiff bases [VI]n and thiazoidinone [VII]n except using  4- aminoacetophenon instead of 4- hydroxyacetophenon(see scheme 2) .The synthesized compounds were characterized by melting points , FTIR ,C.H.N.S analysis , 1HNMR  and Mass spectroscopy (of some of them)

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How to Cite
KARAM, Nisreen H.; TOMMA, Jumbad H.; AL-DUJAILI, Ammar H.. Synthesis and Characterization of Heterocyclic Compounds Derived From 4- Hydroxy and 4-Amino Acetophenone. Ibn AL- Haitham Journal For Pure and Applied Science, [S.l.], v. 26, n. 3, p. 296-312, apr. 2017. ISSN 2521-3407. Available at: <http://jih.uobaghdad.edu.iq/index.php/j/article/view/441>. Date accessed: 04 july 2020.
Section
Chemistry