Skip to main content

Posts

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 1 H -1,2,4-triazole with (4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate in presence of K 2 CO 3 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 N 1 -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 Labo...

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 indicat...

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-(1 H -indol-3-yl)propanoate in acetone, with the presence of diisopropylethylamine as a base. The structure of the prepared compound was characterized by 1 H, 13 C 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 C...

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)-9 H -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 ( 1 H, 13 C, 15 N and 2D 1 H- 15 N HMBC spectra) in addition to the elemental analysis and MS data. 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 a...

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-1 H -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 ( 1 H, 13 C), 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 ...

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 ( 1 H, 13 C) and elemental analysis data. Author(s) Details Hassane Faraj Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar Mahraz, Sidi M...

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: 1 H-NMR, 13 C-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 Dha...