scholarly journals Synthesis, Identification and Biological Activity of New Heterocyclic Compounds from Reaction of New Schiff-Bases with Phathalic Anhydride

2020 ◽  
Vol 8 (1) ◽  
pp. 12-18
Author(s):  
Alya A. Dawood ◽  
Shireen R. Mmohammed ◽  
Mohammed Mahmoud
Keyword(s):  
Acetic Acid ◽  
Schiff Bases ◽  
Heterocyclic Compounds ◽  
Mass Spectra ◽  
Glacial Acetic Acid ◽  
Biological Activities ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
Heterocyclic Ring ◽  
Second Step

Series of new Schiff bases and their derivatives (Oxazepine) have been synthesized during two steps. The first step synthesis of imines derivatives (1-10) by the condensation reaction of 1, 7-diaminohepatane and 1,8-diaminooctane with different substituted aromatic aldehydes by using glacial acetic acid as catalyst. The second step includes reaction of the prepared Schiff bases derivatives with phathalic anhydride in dry benzene to obtain   seven-membered heterocyclic ring derivatives (11-15).  The biological activities of some prepared compounds were also studied against different kinds of bacteria. The new derivatives were confirmed by suing a range of experimental techniques including 1HNMR, 13C NMR, IR and Mass spectra.

scholarly journals SYNTHESIS OF SOME NEW HETEROCYCLIC COMPOUNDS DERIVED FROM N-(Ñ-PHENYL GLYCYL) SACCHARIN AND STUDY THEIR BIOLOGICAL ACTIVITY

2018 ◽  
Vol 11 (10) ◽  
pp. 555
Author(s):  
Esraa M Ali ◽  
Ahmed W. Naser ◽  
Muthanna S. Farhan
Keyword(s):  
Acetic Acid ◽  
Schiff Bases ◽  
Heterocyclic Compounds ◽  
Glacial Acetic Acid ◽  
Cycloaddition Reaction ◽  
Aromatic Aldehydes ◽  
Positive Bacterium ◽  
Thiazole Derivatives ◽  
Gram Positive ◽  
Cyclic Imides

Objective: In the present work, a variety of new heterocyclic compounds namely aza-β- lactam, cyclicimides, 1,3-thiazole, and 1,2,4-triazole.Methods: Procedure includes the synthesis of aza-β- lactam, cyclic imides, 1,3-thiazole, and 1,2,4-triazole. The synthesis was carried out in eleven steps using N-(Ñ-substituted phenylglycyl) saccharin derivatives (1a,b) as a starting material and converted to benzoic acid derivatives (2a,b) and then to ester derivatives (3a,b), which finally convers to benzohydrazide derivatives (4a,b). The cyclization of (4a,b) with carbon disulfide and hydrazine hydrate (80%) in the presence of potassium hydroxide gives 1,2,4-triazole compounds (5a,b), and subsequently (5a,b) derivatives reacted with different aromatic aldehydes in the presence of few drops of glacial acetic acid to give Schiff bases (6a-f). Compounds (7a-b) was prepared by the reaction of compounds (4a,b) with chloroacetyl chloride. 1,3-thiazole derivatives (8a,b) were synthesized through the cyclization of compounds (7a,b) with thiourea. Schiff bases (9a-f) were obtained by condensation of (4a,b) with different aromatic aldehydes in the presence of few drops of glacial acetic acid. Aza-β-lactam compounds (10a-f) were prepared by the cycloaddition of Schiff-bases (9a-f) with phenyl isocyanate through [2+2] cycloaddition reaction. Reaction (4a,b) with various acid anhydrides in presence of acetic acid gave the corresponding cyclic imide (11a-f). The newly prepared.Results: The results showed that compounds (5a) and (10e) have a good activity against Gram-positive bacterium and no activity against Gram-negative bacterium, compared to standard drugs (ciprofloxacin and amoxicillin), while compounds (8a) and (6b) have a high activity against fungi, compared to standard drugs (metronidazole benzoate), and the other tested compounds have low-to-moderate activity.Conclusion: 1,2,4-triazole is a most potent assemblage of Gram-positive bacterium retardants and cyclic imides are a most potent assemblage of fungi retardants.

DFT Study and Synthesis of Novel Bioactive Bispyrazole Using Mg/AlLDH as a Solid Base Catalyst

2020 ◽  
Vol 14 ◽  
Author(s):  
Soufiane Akhramez ◽  
Youness Achour ◽  
Mustapha Diba ◽  
Lahoucine Bahsis ◽  
Hajiba Ouchetto ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Experimental Finding ◽  
Biological Activities ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
Mechanistic Study ◽  
Knoevenagel Reaction ◽  
Solid Base ◽  
Reaction Conditions ◽  
Aryl Aldehyde

Background: In this study, an efficient synthesis of novel bispyrazole heterocyclic molecules by condensation of substituted aromatic aldehydes with 1,3-diketo-N-phenylpyrazole by using Mg/Al-LDH as heterogeneous catalyst is reported. The attractive features of this protocol are as follows: mild reaction conditions, good yields and easiness of the catalyst separation from the reaction mixture. Further, a mechanistic study has been performed by using DFT calculations to explain the observed selectivity of the condensation reaction between aryl aldehyde and 1,3-diketo-N-phenylpyrazole via Knoevenagel reaction. The local electrophilicity/ nucleophilicity that allows explaining correctly the experimental finding. Methods: The bispyrazole derivatives 3a-m were prepared by condensation reaction of substituted aromatic aldehydes with 1,3-diketo-Nphenylpyrazole by using Mg/Al-LDH as heterogeneous catalyst under THF solvent at the refluxing temperature. Objective: To synthesize a novel bispyrazole heterocyclic molecule may be have important biological activities and thus can be good candidates for pharmaceutical applications. Results: This protocol describes the Synthesis of Bioactive Compounds under mild reaction conditions, good yields and easiness of the catalyst separation from the reaction mixture. Further, a mechanistic study has been performed by using DFT calculations to explain the observed selectivity of the condensation reaction between aryl aldehyde and 1,3-diketo-N-phenylpyrazole via Knoevenagel reaction. The local electrophilicity/ nucleophilicity that allows explaining correctly the experimental finding. Conclusion: In summary, the pharmacologically interesting bis-pyrazole derivatives have been synthesized through Mg/Al-LDH as a solid base catalyst, in THF as solvent. Thus, the synthesized bioactive compounds containing the pyrazole ring may be have important biological activities and thus can be good candidates for pharmaceutical applications. Therefore, the catalyst Mg/Al-LDH showed high catalytic activity. Besides, a series of bispyrazole molecules were synthesized with a good yield and easy separation of the catalyst by simple filtration. Moreover, DFT calculations and reactivity indexes are used to explain the selectivity of the condensation reaction between aryl benzaldehyde and 1,3-diketo-Nphenylpyrazole via Knoevenagel reaction, and the results are in good agreement with the experimental finding.

scholarly journals Synthesis and Antimicrobial Activities of Some New Synthesized Imide and Schiff's Base Derivatives

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Nermien M. Sabry ◽  
Eman M. Flefel ◽  
Mohamed A. Al-Omar ◽  
Abd El-Galil E. Amr
Keyword(s):  
Acetic Acid ◽  
Fusidic Acid ◽  
Spectroscopic Data ◽  
Glacial Acetic Acid ◽  
Aromatic Aldehydes ◽  
Antimicrobial Activities ◽  
Schiff’S Bases ◽  
Schiff’S Base ◽  
Antimicrobial Screening ◽  
Positive Controls

A series of 2,6-bis(substituted thiazolopyrimi-dinyl) pyridine(2a,b)and corresponding Schiff's bases(3a–j)were synthesized from 2,6-bis-(3-amino-2-methyl-4-oxo-9-substituted-3,4-dihydropyrido-[30,20 : 4,5]-thieno[3,2-d]pyrimidin-7-yl)pyridines(1a,b)as starting materials. The compounds1a,bwere reacted with 2,3,4,5-tetrachlorophthalic anhydride in glacial acetic acid to give the corresponding bis-imides(2a,b). But they are treated with aromatic aldehydes in refluxing ethanol to afford the Schiff’s base derivatives(3a–j). The antimicrobial screening showed that many of these newly synthesized compounds had good antimicrobial activities comparable to streptomycin and fusidic acid as positive controls. The detailed synthesis, spectroscopic data, and antimicrobial activities of the synthesized compounds were reported.

scholarly journals PYRIMIDINES AS POTENT CYTOTOXIC AND ANTI-INFLAMMATORY AGENTS

2017 ◽  
Vol 10 (6) ◽  
pp. 237 ◽  
Author(s):  
Ishwar Bhat K ◽  
Abhishek Kumar
Keyword(s):  
Acetic Acid ◽  
Cytotoxic Activity ◽  
Glacial Acetic Acid ◽  
Antimalarial Activity ◽  
Biological Activities ◽  
Cytotoxic Agents ◽  
Pyrimidine Derivatives ◽  
Pharmacological Activities ◽  
Anti Inflammatory ◽  
Derivatives Of

Objective: Many derivatives of pyrimidine are known for the broad-spectrum biological activities such as antimicrobial, antitumor, antibacterial, antitubercular, anti-inflammatory, and cytotoxic activity. Chalcones with an enone group show potent pharmacological activities such as antiinflammatory, antibacterial, antifungal, and antimalarial activity. A series of pyrimidines from chalcones have been synthesized and screened for anti-inflammatory and cytotoxic activity studies.Methods: Chalcones [1-(4-nitrophenyl)-3-substituted-phenylprop-2-en-1-one] were synthesized from various substituted aldehydes with 4-nitroacetophenone and cyclized with urea and glacial acetic acid to give pyrimidine derivatives [4-(4-nitrophenyl)-6-substituted-phenylpyrimidin-2-ol].Results: Anti-inflammatory and cytotoxic activity studies revealed that some of the synthesized compounds have shown significant activity.Conclusion: The observed results proved that pyrimidines are found to be interesting lead molecules for the synthesis of anti-inflammatory and cytotoxic agents

Condensation of Schiff bases with 2-oxazolin-5-ones: simultaneous introduction of arylidene and amino moieties

1982 ◽  
Vol 60 (3) ◽  
pp. 317-322 ◽  
Author(s):  
Arya K. Mukerjee ◽  
Pradeep Kumar
Keyword(s):  
Acetic Acid ◽  
Schiff Bases ◽  
Sodium Acetate ◽  
Glacial Acetic Acid ◽  
Methyl Group

Schiff bases condense with 2-oxazolin-5-ones having a C-4 methylene and/or C-2 methyl group, and the reaction in glacial acetic acid, containing freshly fused sodium acetate, produces 4-arylidene- and/or 2-styryl-2-imidazoline-5-ones as a result of simultaneous introduction of arylidene and amino moieties.

Synthesis and Structure of 1-Substituted Benzopyrano- [4’,3’-c]benzo[3”,4”-ƒ]-2,8-dioxabicyclo[3.3.1]nonane

2006 ◽  
Vol 61 (2) ◽  
pp. 207-212 ◽  
Author(s):  
Ilia Manolov ◽  
Caecilia Maichle-Moessmer ◽  
Elke Niquet
Keyword(s):  
Acetic Acid ◽  
Glacial Acetic Acid ◽  
Condensation Reaction ◽  
Potassium Acetate

AbstractThe base catalyzed condensation reaction between 4-hydroxycoumarin and 3-acetylcoumarin (3-benzoylcoumarin) in water at reflux led to the formation of 1-methyl (1-phenyl)- benzopyrano[4’,3’-c]-benzo[3”,4”-ƒ ]-2,8-dioxabicyclo[3.3.1]nonane (2a, b) as final products. When 4-hydroxycoumarin and 3-acetylcoumarin reacted in a glacial acetic acid in the presence of potassium acetate the final product was 7-[3-acetyl-2-oxo-3,4-dihydro-2H-[1]benzopyran-4-yl]methyl- 6H,14H,14bH-bis-([1]benzopyrano)[4,3-b:4’,3’-d]pyran-6,14-dione (4). 4-Hydroxycoumarin and 4-(5-bromo-2-hydroxyphenyl)-3-buten-2-one were condensed in water at reflux and 1- methylcoumarino-[4’,3’-c]-bromobenzo[3”,4”-ƒ ]-2,8-dioxabicyclo[3.3.1]nonane was a final product (3).

scholarly journals Synthesis, Characterization and In-Silico Analysis of New 2-Pyrazolines

2021 ◽  
Vol 13 (1) ◽  
pp. 183-194
Author(s):  
T. Saroja ◽  
R. M. Ezhilarasi ◽  
V. Selvamani ◽  
S. Mahalakshmi
Keyword(s):  
Acetic Acid ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Mass Spectra ◽  
Acid Hydrazide ◽  
In Silico Analysis ◽  
Pharmacological Activities ◽  
Cyclocondensation Reaction ◽  
Ft Ir ◽  
Silico Analysis

Heterocyclic compounds such as pyrazolines, pyrimidines, oxazole and isoxazole exhibit different pharmacological activities. The current study involves synthesis of new 2-pyrazolines. The synthesis involves the cyclocondensation reaction of substituted chalcones with (4-fluorophenylthio)acetic acid hydrazide (FTAH) under reflux. The chalcones (C1-C7 / 1a-1g) were synthesized from the reaction of substituted acetophenone with substituted benzaldehyde and FTAH was prepared from 4-fluro thiophenol. New 2-pyrazolines were obtained in good yields (60-70 %). All the compounds were characterized by FT-IR, 1H, 13C NMR and mass spectra. PASS analysis was carried out for the 2-pyrazolines synthesized (P1-P7 / 3a-3g).

scholarly journals A review on biological activities of Schiff base ligand and their metal complexes

2020 ◽  
Vol 13 (1) ◽  
pp. 217-221
Author(s):  
P.M. Jadhav
Keyword(s):  
Schiff Base ◽  
Metal Complexes ◽  
Schiff Bases ◽  
Carbonyl Compounds ◽  
Biological Activities ◽  
Condensation Reaction ◽  
Cytotoxic Activities ◽  
Wide Range ◽  
Enzymatic Agents ◽  
Dye Industry

Schiff bases and their metal complexes are wide range of biological applications and are synthesized from the condensation reaction of amino compounds with carbonyl compounds. Schiff base and their metal complexes have a wide variety of applications in food and dye industry, agrochemical, polymer, catalysis, analytical chemistry, antifertility, antiinflammatory activity, antiradical activity, and biological system as enzymatic agents. Several have reviewed them of their antimicrobial, antibacterial, antifungal, antitumor, and cytotoxic activities. This review summarized the most promising biological activities of Schiff bases and their metal complexes

scholarly journals Synthesis of Chlorinated 3,5 Diaryl 2 Pyrazrolines

2021 ◽  
pp. 476-479
Author(s):  
Pratiksha S. Rathod ◽  
Shilpa G. Chavan
Keyword(s):  
1H Nmr ◽  
Elemental Analysis ◽  
Heterocyclic Compounds ◽  
Mass Spectra ◽  
Biological Activities ◽  
Research Activity ◽  
Biological Screening ◽  
Pharmaceutical Applications

Pyrazolines are important nitrogen containing 5-membered heterocyclic compounds. Various, pyrazoline derivatives have been found to possess considerable biological and pharmaceutical applications as activities, which stimulated the research activity in this field. The chlorinated 3,5-diary-l-2-pyrazolines has been synthesized by reaction of appropriately substituted chloro chalcones and mono-substituted hydrazine’s have been synthesized. These compounds were characterized using IR, 1H-NMR and Mass spectra and Elemental analysis. They possess some potent biological activities. Therefore, biological screening of novel compounds has been also done.

scholarly journals Synthesis and Characterization of Some New Benzimidazole Derivatives

2016 ◽  
Vol 13 (1) ◽  
pp. 82-88
Author(s):  
Baghdad Science Journal
Keyword(s):  
Acetic Acid ◽  
Mannich Base ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
Secondary Amines ◽  
Synthesis And Characterization ◽  
Benzimidazole Derivatives ◽  
Schiff Base Derivatives ◽  
New Compounds

In this paper the new starting material 2-(5-chloro-1H-benzo[d]imidazole-2-yl) aniline (1) was synthesized by the condensation reaction of 4-chloro-o-phenylenediamine and anthranilic acid .The new Mannich base derivatives were synthesized using formaldehyde and different secondary amines to synthesize a new set of benzimidazole derivatives(2-5). Also, the new Schiff-base derivatives (6-10) were synthesized from the reaction of compound (1) with various aromatic aldehydes and the closure-ring was done successfully using mercapto acetic acid to get the new thiazolidine derivatives(11-12).These new compounds were characterized using some physical techniques like:FT-IR Spectra and 1HNMR Spectra.

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