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AASCIT Communications | Volume 2, Issue 4 | May 21, 2015 online | Page:127-136
Synthesis of New Schiff Bases and 2, 3-Disubstituted -1, 3-Thiazolidin-4-One Derivatives Containing Fluorene Moiety
Three series of Schiff Bases and 2,3-disubstituted-1,3-thiazolidin-4-one derivatives. The first series of new Schiff Bases was synthesized by reaction of primary amine (5- nitro,2-amino thiazole) was condensed with aromatic ketone (2-acetyl fluorine) in DMF (dimethyl form amide) in the presence of conc. HCl acid as catalyst to yield the Schiff bases (I,II,III). Two series of Schiff Bases and 2,3-disubstituted-1,3-thiazolidin-4-one derivatives were synthesized by reaction of (5- amino-1,3,4-thiadiazole,2-thiole) with (2-acetyl fluorine)in DMF in the presence of conc. HCl acid as catalyst to yield the Schiff base (IV).The Schiff base (IV) with α-chloro acetic acid gave compound (V). Esterification of carboxylic moiety of compound (V), using absolute methanol in the presence ofconc.H2SO4 yielded a corresponding ester (VI), which was condensed with hydrazine hydrate to give acid hydrazide (VII). The new Schiff bases (VIII) were synthesized by reaction of acid hydrizide with terephthalaldehyde in the presence of glacial acetic acid. The thiazolidinone derivatives (IX) have been obtained from the azomethines through the addition of α-mercaptoactic acid. The structures of synthesized compounds has been established on the basis of their spectral (FT-IR, Mass, 1H, 13C-NMR, elemental analysis) data. The purity of the compounds was confirmed by TLC.
Thawra Ahmad, Chemistry Department, Faculty of Sciences, Damascus University, Damascus, Syria.
Farouk Kandil, Chemistry Department, Faculty of Sciences, Damascus University, Damascus, Syria.
Chahid Moustapha, Chemistry Department, Faculty of Sciences, Tishreen University, Lattakia, Syria.
Schiff Bases, 2-Acetyl Fluorene, 5-Nitro-2-Amino Thiazole, 5-Amino-1,3,4-Thiadiazole-2-Thitol, Thazolidine-4-One
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Arcticle History
Submitted: Jan. 10, 2015
Accepted: Apr. 1, 2015
Published: May 21, 2015
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