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SYNTHESIS OF SCHIFF BASES OF NOVEL INDOLES

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Schiff bases are an important class of organic compounds. The common structural feature of these compounds have the azomethine group with the general formula RHC = N-R1, where R and R1 are alkyl, aryl, cycloalkyl, or heterocyclic groups. Schiff bases have also been shown to exhibit a broad range of biological activities, including antifungal, antibacterial, antimalarial, antiproliferative, anti-inflammatory, antiviral, antipyretic properties and also have some industrial applications. The imine group present in such compounds has been shown to be critical to their biological activities Schiff bases are synthesized by Sterker reaction in which condensation of primary aromatic amines with aryl aldehydes is found to be catalyzed by using mild catalysts in presence of organic solvent. Owing to vast applications of Schiff bases in field of medicine, agriculture and industry; the work presented here was carried out to synthesize indole based Schiff bases. Different substituted anilines and novel-indolic aldehyde are used to synthesize various kinds of imines using green procedure that doesn’t require excess of organic solvents. This eco-friendly reaction has many advantages like economical, medicinal, environmental and with mild reaction conditions, simple work-up yield high products.

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Zeitschrift fur Naturforschung. C, Journal of biosciences

Mohamed Shaaban

A new series of heterocyclic Schiff bases 2-9 containing indole moiety were synthesized by facile and efficient condensation of indole-3/2/5-carboxaldehyde (1a/1b/1c) with different aromatic and heterocyclic primary amines using conventional and/or microwave irradiation methods. The structures of the obtained compounds were assigned by sophisticated spectroscopic and spectrometric techniques (1D-NMR, 2D-NMR and MS). The synthesized compounds were screened for their cytotoxicity and antibacterial activities. In vitro cytotoxicity screening revealed that compound 5 exhibited moderate activity against KB-3-1 cell line (IC50=57.7 μM) while 5-indolylimino derivative 7 indicated close to the activity (IC50=19.6 μM) in comparison with the positive control (+)-Griseofulvin (IC50=19.2 μM), while the tested compounds 5, 6b, 7 and 9 revealed good or moderate antibacterial activity. In addition, molecular docking study of Schiff bases 2-9 was performed by Molecular Operating Environment (MOE 20...

schiff base thesis pdf

European Journal of Medicinal Chemistry

Sweta Singh

ChemistrySelect

Aanchal Arora

priyanka kamaria

Monatshefte für Chemie - Chemical Monthly

Siva S Panda

Sulaiman M. Hasan

Sulaiman M . hasan

In our research novel schiff bases of imides moiety have been synthesized . Novel Schiff base derivatives of imides moiety have been synthesized by multistep reaction . First step involves prepare 2-amino -5-mercapto-1,3,4-thiadiazole (I) by the cyclization of thiosemicarbazide with carbon disulphide and anhydrous sodium carbonate in ethanol as a solvent . Then , compound (I) was reacted with phthalic anhydride in the presence of glacial acetic acid to give 2-(5-mercapto-1,3,4-thiadiazol-2-yl) isoindoline-1,3-dion (II).Compound (II)was heated with ethyl chloracetate in the presence of potassium carbonatproduced ethyl 2- (5-(1,3-dioxoisoindoline -2-yl)-1,3,4-thiadiazole-2-yl thio) acetate (III).The reaction of compound (III) with hydrazine hydrate yielded 2-(5-(1,3-dioxoisoindoline -2-yl)-1,3,4- thiadiazol-jm2-ylthio)acetohydrazide (IV).The fifth step involves reaction of compound (IV) with N,N-dimethyl aminobenzaldehyde to yield N´-(4-(dimethyl amino)benzylidene )-2-(5- (1,3-dioxoisoindoline-2-yl)-1,3,4-thiadiazole-2-yl-thio)acetohydrazide (V).The structures of the newly synthesized compounds were confirmed by physical properties and spectral (FTIR, 1H-NMR)analysis

Suresh Raja

In the present study, a series of novel Schiff bases of 5-substituted isatin were synthesized by condensation of imesatin with different aromatic aldehydes. The imesatins were synthesized by reaction of 5-substituted isatin with p-phenylenediamine. The chemical structures of the synthesized compounds were confirmed by means of IR, 1 HNMR, 13 C-NMR, Mass spectroscopy and Elemental analysis. These compounds were screened for antibacterial (Staphylococcus aureus ATCC 9144, Staphylococcus epidermidis ATCC 155, Micrococcus luteus ATCC 4698, Bacillus cereus ATCC 11778, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 2853 and Klebsiella pneumoniae ATCC 11298) and antifungal (Aspergillus niger ATCC 9029 and Aspergillus fumigatus ATCC 46645) activities by paper disc diffusion technique. The minimum inhibitory concentrations (MICs) of the compounds were also determined by agar streak dilution method. Among the synthesized compounds, 3-(4-(4nitrobenzylideneamino)-phenylimino)indoline-...

Journal of Molecular Structure

Hatice Öğütçü

Journal of Chemistry

Sarita khaturia

Green chemical one-pot multicomponent condensation reaction of substituted 1H-indole-2,3-diones (1), various amino acids (2), and thiosemicarbazide (3) is found to be catalyzed by lemon juice as natural acid using water as a green solvent to give the corresponding Schiff bases (4) in good to excellent yields. This method is experimentally simple, clean, high yielding, and green, with reduced reaction times. The product is purified by simple filtration followed by washing with water and drying process. The synthesized compounds are characterized by FT-IR,13CNMR, and1HNMR spectroscopy and are screened for their antifungal activity againstAspergillus niger,Penicillium notatum,Fusarium oxysporum,Alternaria brassicicola,Chaetomium orium, andLycopodium sp.and antibacterial activity against Gram-positive bacteria,Bacillus licheniformis,Staphylococcus aureus, andMicrococcus luteus,and Gram-negative bacteria,Pseudomonas aeruginosaandEscherichia coli. Compounds have also been evaluated for cy...

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Essam Hussein

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IMAGES

  1. (PDF) Synthesis, Characterization and Biological activities of Schiff

    schiff base thesis pdf

  2. (PDF) “Synthesis and Study of Schiff base Ligands”

    schiff base thesis pdf

  3. (PDF) Schiff Bases: A Versatile Pharmacophore

    schiff base thesis pdf

  4. (PDF) Different Schiff Bases—Structure, Importance and Classification

    schiff base thesis pdf

  5. (PDF) SCHIFF BASES: SYNTHESIS, APPLICATIONS AND CHARACTERIZATION USING

    schiff base thesis pdf

  6. (PDF) Complexes Incorporating Schiff Bases

    schiff base thesis pdf

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COMMENTS

  1. Schiff Bases: Synthesis, Applications and Characterization Using Ft-nmr Spectroscopy

    Schiff base are structurally imine or azomethine groups (-C=N-). The synthesis of schiff bases are. obtained through condensation reaction between primary amines and carbonyl compounds. These ...

  2. PDF Synthesis, Characterization and Biological Evaluation of Schiff Bases

    Schiff bases. They are known since 1864 when Hugo Schiff synthesized and reported the condensation product of primary amines with carbonyl compounds. Schiff bases and their metal complexes could be applied in different areas such as separation processes, bioinorganic chemistry, catalysis, electro chemistry and environmental chemistry.

  3. (PDF) Schiff Bases and Their Metal Complexes: Synthesis, Structural

    9 Schiff Base in Organic, Inorganic and Physical Chemistry In contrast, heteroleptic complexes have at least one distinct ligand coupled to the complex's metal centre (Figure 7). 3.4 Mononuclear and polynuclear Schiff base metal complexes A single metal atom or ion is contained within the most basic type of Schiff base metal complex, and it ...

  4. PDF A review on synthesis and biological activity of Schiff Bases

    review consists of the recent developments and various methodologies to synthesize Schiff base as well as their biological activities covering the last 20 years. Keywords: Amines, aldehydes, Schiff base, antibacterial, antifungal, antimalarial . Schiff Base (SB), a versatile compound discovered by chemist Hugo Schiff, is formed when condensation of

  5. PDF EVALUATION OF SCHIFF BASES AND ITS METAL COMPLEXES WITH ...

    EVALUATION OF SCHIFF BASES AND ITS METAL COMPLEXES WITH POTENTIAL THERAPEUTIC APPLICATIONS ISRAEL ALEMAYEHU TEKAMO Thesis/Dissertação Mestrado Erasmus Mundus em Inovação Química e Regulamentação (Erasmus Mundus Master in Chemical Innovation and Regulation) Main Supervisor: Dr. Isabel Correia

  6. PDF SYNTHESIS AND CHARACTERIZATION OF SCHIFF BASE TRANSITION ...

    based schiff bases as main ligands. This thesis quintessence deals with the newly synthesis of Schiff bases and their metal complexes of biometals such as Cu(II), Co(II), Mn(II), Ru (III) and VO(IV). ... Schiff base ligand and its transition metal complexes of their biological activities and DNA interaction studies. In this Chapter describes ...

  7. PDF Synthesis, Characterization and Biological Activities of New Schiff

    Pharmaceuticals 2022, 15, 454 3 of 15 Scheme 1. Synthesis of Schiff base L and its LnIII complexes (La-Lc). 2.2. Spectral Investigations of the Ligand (L) Using 1H-NMR and 13C-NMR The 1H-NMR spectrum data of Schiff base L in acetonitrile solvent revealed seven signals, the most significant of which was at 8.68 ppm, which corresponds to the azomethine

  8. PDF Saurashtra University

    This chapter of the thesis describes the general introduction, Schiff base, Importance of Schiff bases, uses of coordination compounds, Literature survey, Present work, and Reference. CHAPTER- 2 EXPERIMENTAL 2.1 Syntheses of Schiff bases This section is deal with synthesis of amine and their Schiff bases.

  9. PDF SCHIFF BASE AND RELATED COMPLEXES OF IRON a thesis by DOUGLAS CHARLES

    fact that they can bind in both a Schiff base manner and a catechol­ like manner. The infrared and Raman spectra of these ligands and their iron complexes are reported and interpreted as before. They show that the mode of binding is via the catechol oxygens. Their solution e.p.r. show only the sharp signal even with variation of solvent and ...

  10. (PDF) Synthesis, Characterization of Schiff Bases and Biological

    Schiff bases in a broad sense have the general formula R1R2C=NR3, where R is an organic side chain. Schiff base is synonymous with azomethine and may also be referred to as imines [1]. 3. SYNTHESIS OF SCHIFF BASE A common method of synthesis of Schiff base is the nucleophilic attack of amines on electrophilic carbon of aldehydes or ketones.

  11. (PDF) Synthesis and Versatile Applications of Schiff Base Transition

    Many Schiff bases and their complexes shows electroluminescent properties and hence used as light emitting layers ine electrolumicescent devices. 56-60 A Schiff base ligand of pyrimidine amine with 2-hydroxy-1-naphthaldehyde and its Co(II), Ni(II), Cu(II) and Pd(II) metal complexes were synthesized.(Fig.19)These synthesized compounds showed ...

  12. [PDF] Synthesis and Study of Schiff base Ligands

    Synthesis and Study of Schiff base Ligands. The new Schiff bases are synthesis from various and aldehyde and amine under magnetic stirrer method .The synthesized Schiff base were characterized by spectral techniques (UV-Spectra & IR-Spectra). And the Schiff base are yellow colour solid and having sharp melting point and insoluble in organic ...

  13. Schiff bases and their metal Complexes: A review on the history

    The majority of Schiff bases are attractive ligands since they construct complexation efficiently, with most transition metals owing to the tunable of the stereo-electronic structures [9], [10].Meanwhile, Schiff bases may also function as multifunctional ligands suitable for the coordination of a range of metallic ions with varying geometries and oxidization states.

  14. PDF "SYNTHESIS AND STUDY OF SCHIFF BASE LIGANDS"

    A Schiff base behaves as a Flexi-dentate ligand and commonly co-ordinates through the O atom of the de -pronated phenolic group and the N atom of azomethine group.[3] In Schiff base azomethane nitrogen and other donor atoms like oxygen play a vital role in co-ordination chemistry. Hence an attempt is made to study the interaction of reduced ...

  15. SYNTHESIS OF SCHIFF BASES OF NOVEL INDOLES

    The π-system in a Schiff base often imposes a geometrical constriction and affects the electronic structure as well.75 Schiff bases, a versatile class of organic compounds synthesized by the condensation of primary amines with aromatic carbonyl compounds, bear many pharmaceutical properties, including anticancer, antitumor, antibacterial ...

  16. A comprehensive review on the synthesis and applications of Schiff base

    Zangrando synthesized a Schiff base ligand by reacting S-benzyldithiocarbazate (SBDTC) with 3-hydroxy acetophenone in absolute ethanol. The researcher also prepared nickel (II) and copper (II) metal complexes of this Schiff base ligand. The Schiff base ligands were thoroughly characterized using various analytical methods, both physical and ...

  17. Chemistry of Schiff Base Synthesis and their Applications: A Greener

    In this chapter, we focused on the greener approach to synthesize the Schiff base legends. Tremendously, well organized and simple green synthesis method of Schiff bases and their metal complexes are discussed in this chapter. The significance of green chemistry and efficient, practical techniques like microwave irradiation, water-based ...

  18. (PDF) Introduction to Schiff Base

    Introduction. In the year 1864, Hugo Schiff was the fir st to synthesize Schiff' s base under. azeotropic distillation by using aldeh yde or ket one and primary amine. They can be. considered a ...