Synthesis, Characterization and Antibacterial Activity of Methyl N-[1-(benzoylamino)-2-methoxy-2-oxoethyl]Tryptophanate| Chapter 14 | Theory and Applications of Chemistry Vol. 4

The title compound, methyl N-[1-(benzoylamino)-2-methoxy-2-oxoethyl]tryptophanate 2, have been synthesized in high yield, via N-alkylation reaction of methyl 2-azido-2-benzamidoacetate with methyl 2-amino-3-(1H-indol-3-yl)propanoate in acetone, with the presence of diisopropylethylamine as a base. The structure of the prepared compound was characterized by 1H, 13C NMR in addition to MS, X-Ray diffraction data, and elemental analysis. This compound was tested in vitro for its antibacterial activity against Gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus, and Gram-negative bacteria, Escherichia coli, Pseudomonas aeruginosa and Salmonella enteric. The MIC values showed that the synthesized compound had a bactericidal effect against the strains tested.

Author(s) Details

Oumaima Karai
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco

Younas Aouine
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B. 8106, Cité Dakhla, Agadir 80060, Morocco.

Anouar Alami
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Hassane Faraj
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Abdelilah El Hallaoui
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco

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Study of the Regioselectivity of the N-alkylation Reaction of 1H-1,2,4-Triazole with an O-tosyl Derivative, Using Two-Dimensional NMR Spectroscopy| Chapter 13 | Theory and Applications of Chemistry Vol. 4

The alkylation reaction of 1H-1,2,4-triazole with (4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate in presence of K2CO3 as base and a catalytic amount of tetrabutylammonium bromide in N,N’-dimethylformamide, followed by an oxazoline ring-opening reaction in an acidic medium, and protection of amine function, leads normally to obtain two regioisomers of N-protected β-aminoalcohols with prevalence of the N1-isomer. After purification by column chromatography of the crude reaction product, only a single product is obtained in 97% yield. Hence, there is need of its identification by spectroscopic study.

Author(s) Details

Younas Aouine
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B. 8106, Cité Dakhla, Agadir 80060, Morocco.

Salaheddine Boukhssas
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Doctoral Training “Bioactive Molecules, Health and Biotechnology”, Center of Doctoral Studies “Sciences and Technology”, Faculty of Sciences Dhar El Mahraz, Sidi Mohamed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Anouar Alami
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Hassane Faraj
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Abdelilah El Hallaoui
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco

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Identification of the Regioselectivity of the Thermal Huisgen 1,3-Dipolar Cycloaddition Reaction between an Azide Derivative and a Synthetic Heterocyclic Alkyne, through a Comparative Study of NMR Spectral Data | Chapter 12 | Theory and Applications of Chemistry Vol. 4

The 1,3-dipolar cycloaddition reaction between 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and 9-(prop-2-ynyl)-9H-carbazole, in toluene at reflux, leads to obtain two regioisomers with different proportions where the 1,4-regioisomer is generally more prominent than 1,5-regioisomer. The assignment of structures to 1,2,3-triazolic regioisomers was established in base of a comparative study of NMR spectral data (1H, 13C, 15N and 2D 1H-15N HMBC spectra) in addition to the elemental analysis and MS data.

Author(s) Details

Younas AouineOrganic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B. 8106, Cité Dakhla, Agadir 80060, Morocco.

Salaheddine Boukhssas
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Doctoral Training “Bioactive Molecules, Health and Biotechnology”, Center of Doctoral Studies “Sciences and Technology”, Faculty of Sciences Dhar El Mahraz, Sidi Mohamed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Anouar Alami
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

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Synthesis and Characterization of 4-[(3,5-Dimethyl-1H-pyrazol-1-yl)Methyl]-4-Methyl-2-Phenyl-4,5-Dihydrooxazole| Chapter 11 | Theory and Applications of Chemistry Vol. 4

The compound, 4-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]-4-methyl-2-phenyl-4,5-dihydrooxazole 2 was prepared in high yield, through nucleophilic substitution reaction of the O-tosyloxazoline derivative 1, by heating in dimethyl sulfoxide (DMSO) and in presence of KOH as base. The structure of the synthesized compound was established on the basis of NMR spectroscopy (1H, 13C), MS data and elemental analysis.

Author(s) Details

Sara Hajib
Doctoral Training “Bioactive Molecules, Health and Biotechnology”, Faculty of Sciences Dhar El Mahraz, Center of Doctoral Studies “Sciences and Technology”, LCO, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Younas Aouine
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B. 8106, Cité Dakhla, Agadir 80060, Morocco.

Anouar Alami
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Hassane Faraj
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco

Synthesis and Characterization of N-((tetrazol-5 yl)methyl)cyclohexanamine through 2D NMR Experiments: An Overview| Chapter 10 | Theory and Applications of Chemistry Vol. 4

Tetrazoles are an important class of nitrogen containing heterocycles with a wide range of medicinal and commercial applications. Tetrazolyl analogs of amino acids exhibit versatile biologic activity, and some of them are known pharmaceuticals. In addition, compounds of this type may be using in development of radiopharmaceuticals for positron emission tomography.

In continuation of our investigations in the tetrazolic amino acids, we described in this presentation the synthesis and characterization of some aminoalkyl and tetrazolic amino acid derivatives basing on different spectroscopic methods as NMR 2D.

A simple synthetic approach to N-((tetrazol-5-yl)methyl)cyclohexanamine in two steps starting from chloroacetonitrile and cyclohexylamine is reported. The synthesized compound was characterized by 2D NMR spectroscopy (1H, 13C) and elemental analysis data.

Author(s) Details

Hassane Faraj

Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Abdelilah El Hallaoui

Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

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Characterization and Antibacterial Activity of New -Aminoester Derivative, Synthesized via N-Alkyaltion of Methyl - Azido Glycinate| Chapter 9 | Theory and Applications of Chemistry Vol. 4

The amino ester derivative was synthesized via N-alkylation of methyl a-azido glycinate N-benzoylated 1 with methyl 2-amino-2-phenylacetate in methylene chloride and in presence of triethylamine as basic catalyst. The structure of the prepared compound was determined by spectroscopic methods: 1H-NMR, 13C-NMR, MS data, elemental analysis and confirmed by X-Ray diffraction. This compound was screened in vitro for its antibacterial activity against Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa and Salmonella enteric). The synthesized compound showed an interesting inhibitory effect against all the strains tested.

Author(s) Details

Hassane Faraj
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Abdelilah El Hallaoui
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco

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Synthesis, Characterization and Antibacterial Activity of Diethyl 1-((4-Methyl-2-phenyl- 4,5-dihydrooxazol-4-yl)methyl)-1H-1,2,3-triazole-4,5-dicarboxylate: Advanced Study| Chapter 8|Theory and Applications of Chemistry Vol. 4

The compound, diethyl 1-((4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl)-1H-1,2,3-triazole-4,5-dicarboxylate 2, was synthesized in high yield, through 1,3-dipolar cycloaddition reaction of 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and diethyl but-2-ynedioate in the absence of a solvent. The structure of the synthesized compound was established on the basis of NMR spectroscopy (1H, 13C), X-ray crystallography and MS data. The prepared compound was also tested in vitro for its antibacterial activity against Gram-positive bacteria (Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli). The calculation of MBC/MIC ratio showed that this triazole derivative 2 had a bactericidal effect on the two strains tested.

Author(s) Details

Hassane Faraj
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

Abdelilah El Hallaoui
Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco.

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Mechanical Strength Analysis of Acrylic Films Using Acoustical Technique | Chapter 7 |Theory and Applications of Chemistry Vol. 4

In order to improve the mechanical properties of acrylic films, Poly methyl-methacrylate (PMMA)/ Aluminum oxide (Al2O3) films are prepared following solution casting technique. The mechanical behavior of prepared films has been analyzed by employing Ultrasonic Pulse Echo method. The morphology of films is examined via XRD and SEM analysis. The synergetic effect is observed in films from obtained ultrasonic data. The elastic modulus is calculated and compared for better utilization.

Author(s) Details

Dr. A. R. Bansod
Acoustical Research Laboratory, Department of Physics, RTM Nagpur University, Nagpur, India.

O. P. Chimankar
Acoustical Research Laboratory, Department of Physics, RTM Nagpur University, Nagpur, India.

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Studies on the Adsorption Efficiency of Activated Carbon for Pesticide Vapour: Brief Overview | Chapter 6 | Theory and Applications of Chemistry Vol. 4

Chlorpyrifos pesticides are endocrine disruptors, inhibitors of acetyl cholinesterase, used to control pests and prime contributors to indoor pollution in retail stores. Seven selected locally sourced adsorbents; Bone charcoal (BCA), corncobs, cotton seed, kokoli, sawdust, coconut shell (CSA) and Muruchi were evaluated. Only BCA and CSA shows peaks and were further examined at adsorptive temperatures of 283, 293, 303 and 313K. Adsorbents physical properties that is, micro pore surface area, total pore volume; micro pore volume, particle density and true density were measured and compared. Results from gas chromatography and surface characterization revealed that the adsorptive capacities of carbon (CSA) at various temperatures were higher than that of carbon (BCA). The plots of Langmuir and Freundlich Isotherms were well fitted by the measured adsorption data. The parameters of adsorption equation for both Langmuir and Freundlich were determined for the two adsorbents, which indicates increased values of adsorptive capacity at low temperature and decreases at high temperature. This study shows that activated carbon made from coconut shell has high surface area, micro porous structure, high degree of surface reactivity and higher heterogeneous properties that suggest it to be a better adsorbent sufficient for the adsorption of chlorpyrifos vapour in an indoor environment.

Author(s) Details

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Dr. A. J. Hotton
National Agency for Food and Drug Administration and Control, P.M.B. 1018, Jalingo, Taraba State, Nigeria.

Synthesis of Trans-3, 4-Dibenzyl-2-Oxo-Tetrahydrofuran: Advanced Study| Chapter 5 | Theory and Applications of Chemistry Vol. 4

Trans-3,4-dibenzyl-2-oxo-tetrahydrofuran (6) a substituted tetrahydrofuranoid lignan was synthesized in 70% yield via the Stobbe condensation between (1) benzaldehyde and (2) diethyl succinate. The structure was confirmed by the spectral data such as infra-red, proton magnetic resonance and mass spectrum. It has two similar but non equivalent aromatic groups which appeared at δ: 6.48 – 6.76 and 7.06-7.25 as multiplets.

Author(s) Details –

Prof. I. R. Jack
Department of Chemistry, Rivers State University of Science and Technology, P.M.B. 5080, Port Harcourt, Nigeria.

Dr. K. O. Orubite
Department of Chemistry, Rivers State University of Science and Technology, P.M.B. 5080, Port Harcourt, Nigeria.

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