Preparation and Characterization of Some New Azo Dyes, Azomethine Dyes and Heterocyclic -Schiff Bases Derivatives

摘要

A series of Schiff bases and their fluorene derivatives have been synthesized. Primary amines were condensed with aromatic keton, 2-acetyl fluorene in DMF (dimethyl formamide) in the presence of conc. HCl acid as catalyst to yield the Schiff bases (I, IV). The Schiff base (I) was treated with diazotised p-sulphanilic acid to give Azomethine Dye compound (II), and The Schiff base (I) was treated with benzenediazonium salt solution to give Azo Dye compound (III), The Schiff bases (V,VI and VII) were prepared from the reaction of Schiff base (IV) with 2-hydroxy-5-methyl-1,3-benzenedicarboxaldehyde and 2,5-dihydroxy benzaldehyde respectively. The Schiff base (VII) was treated with mono-chloro acetyl choride to give ?1-{p-[1-(2-fluorenyl) ethylideneamino]phenyl}-3-chloro-4-(2,5-dihydroxyphenyl)-2-?azetidinone (VIII). And with α-mercaptoacetic acid gave ?3-{p-[(1-(2-Fluorenyl) ethylidene amino] phenyl}-2-(2,5-dihydroxy phenyl)-1,3-?thiazolidin-4-one (IX). ?The structures of synthesized compounds have been established based on their spectral (FT-IR, MS, 1H-NMR and 13C-NMR) data and elemental analysis. TLC confirmed the purity of the prepared compounds.