Synthesis and characterization of heterocyclic compounds derived from 4-hydroxy and 4-amino acetophenone

الملخص EN

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 , FT]R ,C.H.N.S analysis , 1HNMR and Mass spectroscopy (of some of them)