Synthesis and Antibacterial Activity of Some New S-Triazole Derivatives

Abstract

Alkylation of 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol (1) with some halo compounds yielded the corresponding sulfides 2a–f. Some sulfides 2e,f were cyclized to give triazolothiadiazines 3 and 4. Triazolothiadiazoles 5 and 6 were prepared through the reaction of compound 1 with carbon disulfide or ethyl orthoformate, respectively. Treatment of compound 1 with ethyl chloroformate or phenyl isothiocyanate yielded triazolo-thiadiazole and triazole 9 and 10, respectively. Reaction of compound 1 with Lawesson's reagent gave triazolothiadiazaphosphole derivative 11. Also, compound 1 underwent cyclocondensation reactions with some bidentate reagents to give triazolothiazines 4, 12, and 13. Triazolo-thiazepines and triaziepine 14–16 were synthesized via the reaction of compound 1 with β-ketoesters or ethyl cyanoacetate. Tricyclic systems 19 and 20 were prepared through the reaction of compound 4 with the appropriate reagent. Some synthesized compounds were tested for antibacterial activity.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.     

Ruthenium‐Catalyzed Reductive Methylation of Imines Using Carbon Dioxide and Molecular Hydrogen

The use of the well‐defined [Ru(triphos)(tmm)] catalyst, CO₂ as C₁ source, and H₂ as reducing agent enabled the reductive methylation of isolated imines, as well as the direct coupling of amines with aldehydes and the subsequent reductive methylation of the in situ formed imines. The method, which afforded the corresponding N‐methyl amines in very good to excellent yields, was also used for the preparation of the antifungal agent butenafine in one step with no apparent waste, thus increasing the atom efficiency of its synthesis.     

Tunable single-site ruthenium catalysts for efficient water oxidation

The catalytic water oxidation activity of mononuclear ruthenium complexes comprising a pyridine-functionalized abnormal triazolylidene ligand can be adjusted by modification of the triazolylidene substituents, which is readily achieved through click-type cycloaddition chemistry, affording some of the most active ruthenium catalysts known thus far for water oxidation (TONs > 400, TOFs close to 7000 h(-1)).     

A high-order discontinuous Galerkin method for wave propagation through coupled elastic–acoustic media

We introduce a high-order discontinuous Galerkin (dG) scheme for the numerical solution of three-dimensional (3D) wave propagation problems in coupled elastic–acoustic media. A velocity–strain formulation is used, which allows for the solution of the acoustic and elastic wave equations within the same unified framework. Careful attention is directed at the derivation of a numerical flux that preserves high-order accuracy in the presence of material discontinuities, including elastic–acoustic interfaces. Explicit expressions for the 3D upwind numerical flux, derived as an exact solution for the relevant Riemann problem, are provided. The method supports h-non-conforming meshes, which are particularly effective at allowing local adaptation of the mesh size to resolve strong contrasts in the local wavelength, as well as dynamic adaptivity to track solution features. The use of high-order elements controls numerical dispersion, enabling propagation over many wave periods. We prove consistency and stability of the proposed dG scheme. To study the numerical accuracy and convergence of the proposed method, we compare against analytical solutions for wave propagation problems with interfaces, including Rayleigh, Lamb, Scholte, and Stoneley waves as well as plane waves impinging on an elastic–acoustic interface. Spectral rates of convergence are demonstrated for these problems, which include a non-conforming mesh case. Finally, we present scalability results for a parallel implementation of the proposed high-order dG scheme for large-scale seismic wave propagation in a simplified earth model, demonstrating high parallel efficiency for strong scaling to the full size of the Jaguar Cray XT5 supercomputer.     

Pathway for the stereocontrolled Z and E production of alpha,alpha-difluorine-substituted phenyl butenoates

An efficient preparation of pure ethyl Z- and E-alpha,alpha-difluoro-4-phenyl-3-butenoate 1a and 1b together with the corresponding acids 2a and 2b is described. The procedures involve stereocontrolled additions of *CF2CO2Et to phenylacetylene or beta-bromostyrene. Compound 1a is easily obtained by addition of *CF2CO2Et to phenylacetylene via a mechanism where the stereochemistry is controlled by an electron-transfer process to produce predominantly the Z vinyl anion. The product 1b is obtained by *CF2CO2Et addition-elimination to Z- or E-beta-bromostyrenes via a mechanism where the stereochemistry is controlled by steric factors in the conformational equilibration of the intermediates.     

Exploring alternative routes to realising the benefits of simulation in healthcare

Discrete event simulation should offer numerous benefits in designing healthcare systems but the reality is often problematic. Healthcare modelling faces particular challenges: genuine, fundamental variations in practice and an opposition to any suggestion of standardisation from some professional groups. This paper compares the experiences of developing a new simulation in an Accident and Emergency (A&E) Department, a subsequent adaptation for modelling an outpatient clinic and applications of a generic A&E simulation. These studies provide examples of three distinct approaches to realising the potential benefits of simulation: the bespoke, the reuse and the generic route. Reuse has many advantages: it is relatively efficient in exploiting previous modelling experience, delivering timely results although providing scope for adaptations to local practice. Explicitly demonstrating this willingness to adapt to local conditions and engaging with stakeholders is particularly important in healthcare simulation.     

Some studies on the treatment of medium active waste

The possibility of applying chemical treatment prior to evaporation was discussed in the present work. Using titanium hydroxide-cobalt ferrocyanide as coprecipitants allows fixation of high percentage of radioactive nuclides present (e.g. Cs 98%, Ru 90%, Sb 95%, Ce 98%, Am 95% and Pu 95%). Hence using such simple chemical separation before evaporation improves the process and leads to several advantages, e.g. raising the decontamination factor, reducing radioactive aerosol production and solving the problem of medium active waste treatment by adding the chemically precipitated solids to the high-active waste and the supernatant to the low-active waste, are examples for these advantages.     

Synthesis and Reactions of Some New Oxazolo[4,5-b]Pyridines and Related Compounds

A series of 2-heterocyclicalkylthiooxazolo[4,5-b]pyridines have been prepared through the reaction of 2-(hydrazinocarbomethylthio)oxazolo[4,5-b]pyridine with the appropriate reagents. 2-Ethylthiooxazolo[4,5-b]pyridine has been successfully employed to synthesize some fused- triheterocyclic compounds.     

New ruthenium metathesis catalysts with chelating indenylidene ligands: synthesis, characterization and reactivity

Six new ruthenium complexes bearing a bidentate (κ(2)O,C)-isopropoxy-indenylidene and PPh(3) or PCy(3) ligands have been synthesized and characterized by (1)H, (13)C NMR spectroscopy and X-ray crystallography. Some of these complexes were synthesized in dimethyl carbonate, a green solvent that was recently shown to be suitable for several catalytic transformations including olefin metathesis. The thermal stability and catalytic efficiency of the PCy(3)-containing complexes have been evaluated in a series of test reactions.     

Study of the surface properties of titanium hydroxide using a radioactive tracer technique

The surface properties of titanium hydroxide precipitates, formed under different conditions were studied in the presence of carrier-free radioactive⁸⁹Sr. It was found that titanium with concentrations equivalent to 24 mg TiO₂/litre, was enough to remove by adsorption more than 95% of the carrier-free strontium activity from an alkaline solution (pH≈13) in less than 6 hrs, regardless of whether the precipitate was freshly prepared or aged for a few days. If the precipitate was formed in situ, at the above pH value, the percentage removal of the strontium activity from the solution was even greater, and this was attributed to an internal adsorption process. At a lower pH value (∼2.5), however, the adsorption of strontium activity by titanium hydroxide was very low (<5%), whether the precipitate was preformed or formed in situ. The increase in the adsorption ability of titanium hydroxide precipitate on going from low pH (2. 5) to higher values was attributed to the inversion of the charge of titanium hydroxide sols from cationic particles at pH 2. 5 to negatively-charged particles at pH>3. 5, these latter particles adsorbing any positive strontium ions in solution.