Tag: M.W=100-150

Snead, David R. published the artcileAn improved Balz-Schiemann reaction enabled by ionic liquids and continuous processing, Application of Picolinonitrile, the main research area is verubecestat synthetic intermediate synthesis; Balz Schiemann cyanopyridinamine ionic liquid continuous process safety; cyanofluoropyridine synthesis.

A Balz-Schiemann reaction was developed to convert 2-cyano-5-aminopyridine to 2-cyano-5-fluoropyridine. The use of an ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate, BMIMBF4) as a solvent was found to be critical in achieving high assay yields and high selectivity for the fluorination vs. protonation. A process was developed to recycle and reuse the ionic liquid enabling its cost-effective use as a solvent. Finally, the optimal conditions were demonstrated under as a continuous process to address process safety risks associated with diazonium intermediates and the product was used to access a key intermediate in the synthesis of β-amyloid cleaving enzyme 1 inhibitor, verubecestat.

Tetrahedron published new progress about Flow reactors (for continuous processing). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kannaka, Kento published the artcileSynthesis of an amphiphilic tetrazine derivative and its application as a liposomal component to accelerate release of encapsulated drugs, Name: Picolinonitrile, the main research area is amphiphilic tetrazine derivative liposomal; Amphiphilic material; Bioorthogonal chemistry; Controlled release; Drug delivery system; Liposome; Tetrazine.

Tetrazine irreversibly reacts with dienophiles, and its derivatives find wide applications in the fields of biochem. and biophysics. We have synthesized an amphiphilic tetrazine derivative (2-hexadecyl-N-(6-(6-(pyridin-2-yl)-1,2,4,5-tetrazine-3-yl)pyridin-3-yl)octadecanamide; 1), which has a hydrophilic tetrazine structure and hydrophobic alkyl chains. Liposomes composed of compound 1 and 1-palmitoyl-2-oleoylphosphatidylcholine (POPC) (PTz-liposome) were prepared In search of a new drug delivery system (DDS), we investigated the viability of inverse electron-demand Diels-Alder, a reaction between tetrazine and 2-norbornene, on the surface of the liposomes to change membrane fluidity and promote spatial and temporal controlled release of the encapsulated drugs. Compound 1 was synthesized with a yield of 71%. MS anal. after incubation of 2-norbornene with PTz-liposome revealed the binding of 2-norbornene to tetrazine. Indium-111-labeled diethylenetriaminepentaacetic acid (111In-DTPA) was encapsulated inside PTz-liposome to evaluate the leakage of free 111In-DTPA from the liposomes quant. After 24 h of adding 2-norbornene, the release percentage for PTz-liposome was significantly higher than that for the control liposome (without tetrazine structure). Furthermore, the membrane fluidity of the PTz-liposome was increased by adding 2-norbornene. These results suggested that the combination of dienophile and liposome containing a newly synthesized tetrazine derivative can be used as a controlled release DDS carrier.

Bioorganic & Medicinal Chemistry published new progress about Controlled-release drug delivery systems. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Name: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Barnes, David M. published the artcileDiscovery and Development of Metal-Catalyzed Coupling Reactions in the Synthesis of Dasabuvir, an HCV-Polymerase Inhibitor, Quality Control of 1885-29-6, the main research area is synthesis optimization dasabuvir chemoselective regioselective coupling sulfonamidation catalyst; dasabuvir synthesis optimization mutagenic impurity removal.

Dasabuvir is an HCV polymerase inhibitor which has been developed as a part of a three-component direct-acting antiviral combination therapy. During the course of the development of the synthetic route, two novel coupling reactions were developed. First, the copper-catalyzed coupling of uracil with aryl iodides, employing picolinamide derivative I, as the ligand, was discovered. Later, the palladium-catalyzed sulfonamidation of aryl nonaflate II, was developed, promoted by electron-rich palladium complexes, including the novel phosphine ligand, VincePhos III. This made possible a convergent, highly efficient synthesis of dasabuvir that significantly reduced the mutagenic impurity burden of the process.

Journal of Organic Chemistry published new progress about Cross-coupling reaction (chemoselective). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Quality Control of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Suresh, Sundaram published the artcileA Study of the Reactions of 3-Bromopropenals with Anilines for the Synthesis of α-Bromo Enaminones, Synthetic Route of 1885-29-6, the main research area is bromo enaminone preparation; aniline chemoselective diastereoselective addition bromopropenal.

A one-pot strategy for the synthesis of α-bromo enaminones is reported. The reactions proceed via the p-toluenesulfonic acid monohydrate catalyzed reactions of 3-bromopropenals with anilines in DMSO and do not require an external brominating agent. The chemoselective 1,2-addition was accomplished by employing aniline with a sterically hindered electron-withdrawing group attached at the ortho-position. In addition, the reactions involving other aniline derivatives as nucleophiles have resulted in minor yields of 1,4-addition product. The 3-bromopropenals showed a diverse range of reactivities with aniline derivatives

Advanced Synthesis & Catalysis published new progress about 1,2-Addition reaction (stereoselective). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Synthetic Route of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Deeba, Rana published the artcileHomogeneous molecular catalysis of the electrochemical reduction of N2O to N2: redox vs. chemical catalysis, Category: nitriles-buliding-blocks, the main research area is nitrogen oxide electrochem reduction homogeneous mol catalysis.

Homogeneous electrochem. catalysis of N2O reduction to N2 is investigated with a series of organic catalysts and rhenium and manganese bipyridyl carbonyl complexes. An activation-driving force correlation is revealed with the organic species characteristic of a redox catalysis involving an outer-sphere electron transfer from the radical anions or dianions of the reduced catalyst to N2O. Taking into account the previously estimated reorganization energy required to form the N2O radical anions leads to an estimation of the N2O/N2O- standard potential in acetonitrile electrolyte. The direct reduction of N2O at a glassy carbon electrode follows the same quadratic activation driving force relationship. Our anal. reveals that the catalytic effect of the mediators is due to a smaller reorganization energy of the homogeneous electron transfer than that of the heterogeneous one. The phys. effect of “”spreading”” electrons in the electrolyte is shown to be unfavorable for the homogeneous reduction Importantly, we show that the reduction of N2O by low valent rhenium and manganese bipyridyl carbonyl complexes is of a chem. nature, with an initial one-electron reduction process associated with a chem. reaction more efficient than the simple outer-sphere electron transfer process. This points to an inner-sphere mechanism possibly involving partial charge transfer from the low valent metal to the binding N2O and emphasizes the differences between chem. and redox catalytic processes.

Chemical Science published new progress about Electric current-potential relationship. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Menga, Davide published the artcileActive-Site Imprinting: Preparation of Fe-N-C Catalysts from Zinc Ion-Templated Ionothermal Nitrogen-Doped Carbons, HPLC of Formula: 91-15-6, the main research area is iron nitrogen carbon catalyst ionothermal carbonization degradation.

Atomically dispersed Fe-N-C catalysts are considered the most promising precious-metal-free alternative to state-of-the-art Pt-based oxygen reduction electrocatalysts for proton-exchange membrane fuel cells. The exceptional progress in the field of research in the last �0 years is currently limited by the moderate active site d. that can be obtained. Behind this stands the dilemma of metastability of the desired FeN4 sites at the high temperatures that are believed to be a requirement for their formation. It is herein shown that Zn2+ ions can be utilized in the novel concept of active-site imprinting based on a pyrolytic template ion reaction throughout the formation of nitrogen-doped carbons. As obtained atomically dispersed Zn-N-Cs comprising ZnN4 sites as well as metal-free N4 sites can be utilized for the coordination of Fe2+ and Fe3+ ions to form atomically dispersed Fe-N-C with Fe loadings as high as 3.12 wt%. The Fe-N-Cs are active electocatalysts for the oxygen reduction reaction in acidic media with an onset potential of E0 = 0.85 V vs. RHE in 0.1 M HClO4. Identical location at. resolution transmission electron microscopy imaging, as well as in situ electrochem. flow cell coupled to inductively coupled plasma mass spectrometry measurements, is employed to directly prove the concept of the active-site imprinting approach.

Advanced Energy Materials published new progress about Electric current-potential relationship. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, HPLC of Formula: 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Ch. published the artcileSynthesis and Properties of Main-Chain Phosphorescent Polymer with Iridium Complex, Category: nitriles-buliding-blocks, the main research area is mainchain phosphorescent polymer iridium complex.

The main-chain phosphorescent polymers, PFCzIr(PhStz) and PFOIr(PhStz) with iridium complex (4-BrPhBt)2Ir(Pytz), are synthesized by the Suzuki polycondensation, in which the fluorene-carbazole and fluorene segments are used as a polymer backbone. The studied photoluminescent and electroluminescent properties demonstrate good overlap of the emission spectra of poly(fluorene-carbazole) (PFCz) or polyfluorene (PFO) host and the absorption spectra of the iridium complex guest that meets requirements for the efficient Forster transfer from the host polymer to the iridium complex in polymers. With the increase of the content of iridium complex, the host emission intensity decreases, while the guest emission intensity gradually increases. As compared with PFOIr(PhStz), host-guest system in PFCzIr(PhStz) is more efficient in Forster energy transfer, and the photoluminescence and electroluminescence properties are more sound. Among all polymers, PFCzIr(PhStz) 5.0 demonstrates the best performance in electroluminescence, its fluorescence quantum is 22.74%. The devices fabricated from PFCzIr(PhStz)5.0 exhibit yellow-red emission with a maximum brightness of 1568 cd/m2 at 14 V, luminous efficiency and power efficiency reach 6.24 cd/A and 2.45 lm/w.

Russian Journal of General Chemistry published new progress about Electric current-potential relationship. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bobrowska, Diana M. published the artcileCarbon nanoonion-ferrocene conjugates as acceptors in organic photovoltaic devices, Safety of Phthalonitrile, the main research area is carbon nanoonion ferrocene conjugate organic photovoltaic device.

Many macromol. systems, including carbon nanostructures (CNs), have been synthesized and investigated as acceptors in photovoltaic devices. Some CNs have shown interesting electrochem., photophys. and electrocatalytic properties and have been used in energy and sustainability applications. This study focuses on the covalent functionalization of carbon nanoonion (CNO) surfaces with ferrocene moieties to obtain donor-acceptor systems involving CNOs as acceptors. The systems were synthesized and characterized by IR, Raman, UV-vis and fluorescence spectroscopies, thermogravimetric anal., SEM, nitrogen adsorption and electrochem. measurements. The HOMO-LUMO levels were calculated to evaluate the possibility of using these systems in photoactive devices. In this study, for the first time, the CNO-based derivatives were applied as acceptors in the active layer of photovoltaic devices. This study is the first to use large CNO-based derivatives as acceptors in organic photovoltaic devices, and a power conversion efficiency as high as 1.89% was achieved.

Nanoscale Advances published new progress about Electric current-potential relationship. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Safety of Phthalonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chapas, Richard B. published the artcileNef-type transformation in basic solution, HPLC of Formula: 34133-58-9, the main research area is Nef reaction nitro nitrile ketone; mechanism aromatic Nef reaction.

The replacement of the nitro group of o-O2NC6H4CN to give 2-hydroxyisophthalonitrile (I) (by the action of NaCN in Me2SO) occurred via a Nef-type reaction of the cyanide ion adduct of the nitro nitrile. The normal 2nd product of the Nef reaction, N2O was produced in yield comparable to that of I. P-O2NC6H4CN and p-O2NC6H4COPh reacted similarly. The mechanism was discussed.

Journal of Organic Chemistry published new progress about Nitro compounds Role: PRP (Properties). 34133-58-9 belongs to class nitriles-buliding-blocks, name is 4-Hydroxyisophthalonitrile, and the molecular formula is C8H4N2O, HPLC of Formula: 34133-58-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wrzeszcz, Zuzanna published the artcileHeteroaromatic N-oxides modified with a chiral oxazoline moiety, synthesis and catalytic applications, SDS of cas: 100-70-9, the main research area is oxazoline chiral heteroaromatic nitrogen oxide preparation stereoselective catalytic reaction; heteroaromatic oxide preparation oxidation amino alc heterocyclization.

A multi-step synthesis of a series of chiral oxazoline substituted pyridine N-oxides I (R1 = i-pr, t-bu, Ph; R2 = H; R1 = R2 = indane, trimethyl-bicyclo[2.2.1]heptane), alkyl derived of pyridine N-oxides II, bipyridine N-oxides III, and isoquinoline N-oxides IV, based on amino alcs. R1(NH2)HC-CH(OH)R2 derived from natural amino acids or other previously prepared, is presented herein. Various synthetic pathways have been designed and tested according to the properties and limitations imposed by the target products. The encountered problems related to the stability of the products were discussed. The resulting compounds (eighteen structures) were tested as catalysts in the allylation of benzaldehyde (obtaining up to 79% ee) as well as in nitroaldol reaction (obtaining up to 48% ee).

Catalysts published new progress about Allylation catalysts, stereoselective. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, SDS of cas: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts