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Synthesis of new compounds for Hetrocyclic (Thiazole, Thiadiazole, Thiazolidine, Azolidinone) containing Fluorine moiety and study of antibacterial activity of prepared compounds

اصطناع مركبات جديدة للحلقات غير المتجانسة (تيازول، تياديازول، تيازوليدينون، أزوليدينون) مرتبطة مع الفلورين و دراسة الفعالية المضادة للبكتيريا لها

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 Publication date 2017
  fields Chemistry
and research's language is العربية
 Created by Shamra Editor




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Aseries of Schiff base and their derivative (fluorene) have been synthesized primary amines was condensed with 2-acetyl fluorene in DMF (dimethyl formamide) in the presence of conc. HCl acid as catalyst to yield the Schiff base (1). The Schiff base (2,3) and (4) were prepared from the reaction of Schiff base (1) with 2-hydroxy-5-methyl-1,3- benzenedicarboxaldehyde and 2,5-dihydroxy benzaldehyde respectively. and The Schiff’s base (4) was treated with monochloroacetyl choride to give 1- substituted-4(2-fluorenyl)-3- chloro Azolidine-2-on (5).



References used
Salam. J. J. Titnchi, Fadhil. S. Kamounah, Hanna. S. Abbo, and ole Hammerich, "the synthesis of mano – and diacetyl -, H- fluorenes. Reactivity and selectivity in the lewis acid catalyzed Friedel –Grafts acetylation of, H-fluorine", arkivoc, 2008, Xiii, 91-105
Helmut. G. Alt, Syriac. J. Palackal, "fluorine – coumpounds", United States Patent, USOO, 5, 210, 352A, 1993
Ping Shanlai., (2007)- "Directed Ortho metalation – Boronation Suzuki – Miyaura cross coupling leading to syn thesis of Azafluorenol core liquid crystals". A thesis for the degree of science. Queen's university. Cansda
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The following imines: 1.8.13.20-tetraaza-13.3.6.18-diphenyl cyclotetracosan- 1.8.13.19- tetraene and butyradamantine, N.N’-di (admantyl) terephthimine and 1.5.14.18-tetraaza-2.4.15.17-tetramethylcyclotetracosan-1.8.13.19- tetraene based on dicarbonyl and amines were synthesized by reaction of dicarbonyl compounds and different amines. The imines have been characterized by EA (elemental analyses), IR, 1H- NMR and 13C-NMR.
We have synthesized some new compounds from 2-Acetyl Fluorene\ Thiophene 2-carbaldehyde chalcone via condensation and cyclization reactions between the chalcone and each of thiourea and urea, hydroxylamine hydrochloride and hydrazine hydrate, these reactions afford these compounds: 3-(2-fluorenyl)-5-(2-thienyl) pyrazoline(4), 3-(2-fluorenyl)-5-(2-thienyl) Isoxazoline(3), 4-(2-fluorenyl)-6-(2-thienyl) pyrimidinone-2 (2) and 4-(2-fluorenyl)-6-(2-thienyl) pyrimidine-2 tione (1). Also 3-(2-fluorenyl)-5-(2-thienyl) isoxazole (5), were prepared via bromination of chalcon and cyclization the later with hydroxylamine hydrochloride. Identification and determination of compounds structurs were carried out by (IR, 1H-NMR, 13C-NMR, LC-MS) spectrum Analysis.
Separation with solvent extraction of Cu(II), Hg(II), and Cr(III) from aqueous solution using the ligend (HL) as a new extractant has been studied. The new acyclic Schiff Base (HL) was synthesized by reaction of 5-bromosalicylaldehyde with 2-(2-Am inoethyl)pyridine. The structure of the new compound (HL) was confirmed by using FT-IR spectra, 1H-NMR and 13CNMR spectra and mass spectra (MS). The effect of chloroform and dichloromethan as organic solvents in the metal extractions was investigated at 20oC by using UV-visible Spectrometry. The influence of pH, ligand concentration, shaking time and ratio of aqueous-to-organic phases on extraction yield was tested at 20oC. The extractability of the tested metal ions were evaluated.
A new acyclic Schiff Base(II), containing nitrogen-oxygen donor atoms was synthesized by reaction of 1,2-Bis (5-bromo-2-formyl-phenoxy) ethane with 2- (2-Aminoethyl)pyridine and characterized. The liquid-liquid extraction of transition metals such as Cu+2, Cr+3 and Uranyl-picrate (UO2)+2 from aqueous phase to the organic phase was carried out using the novel ligand. The effect of chloroform and nitrobenzene as organic solvents on the metal extractions was investigated at 20oC by using Atomic Absorption and UV-visible Spectrophotometry. The influence of pH, ligand concentration, ionic strength, shaking time and ratio of aqueous-to-organic phases on extraction yield was tested at 20oC. The extractability of the tested metal ions were valuated.
The antibacterial activity of Golden henbane (Hyoscyamus aureus) on several species of bacteria: Pseudomonas aeruginosa, Staphylococcus aureus and Escherichia coli was determined. Samples of H. aureus plants were collected from six locations in southern Syria. The extract of roots and leaves of H. aureus were prepared at concentrations.
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