Month: December 2022

Gillespie, James E. published the artcileRegioselective Radical Arene Amination for the Concise Synthesis of ortho-Phenylenediamines, COA of Formula: C7H6N2, the main research area is ortho phenylenediamine preparation regioselective radical arene amination; monoalkyl amine benzimidazole benzotriazole preparation; anionic substrate radical cation regioselective radical amination.

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactive N-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the arene ortho position. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly to ortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsym., selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuable ortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.

Journal of the American Chemical Society published new progress about Amination. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, COA of Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Vijeta, Arjun published the artcileAn Integrated Carbon Nitride-Nickel Photocatalyst for the Amination of Aryl Halides Using Sodium Azide, Computed Properties of 1885-29-6, the main research area is primary aniline preparation; haloarene sodium azide amination integrated carbon nitride nickel photocatalyst; Carbon Nitride; Green Chemistry; Heterogeneous Catalysis; Organic Synthesis; Photocatalysis.

A photocatalytic protocol for the selective synthesis of primary anilines RNH2 [R = Ph, 4-BrC6H4, 3-pyridyl, etc.] via cross-coupling of a wide range of aryl/heteroaryl halides with sodium azide using a photocatalyst powder consisting of nickel(II) deposited on mesoporous carbon nitride (Ni-mpg-CNx) was reported. This heterogeneous photocatalyst contained a high surface area with a visible light-absorbing and adaptive “”built-in”” solid-state ligand for the integrated catalytic Ni site. The method displayed a high functional group tolerance, required mild reaction conditions, and benefited from easy recovery and reuse of the photocatalyst powder. Thereby, it overcame the need of complex ligand scaffolds required in homogeneous catalysis, precious metals and elevated temperatures/pressures in existing protocols of primary anilines synthesis. The reported heterogeneous Ni-mpg-CNx held potential for applications in the academic and industrial synthesis of anilines and exploration of other photocatalytic transformations.

Angewandte Chemie, International Edition published new progress about Amination. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Computed Properties of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhou, Fabin published the artcileA terphenyl phosphine as a highly efficient ligand for palladium-catalysed amination of aryl halides with 1° anilines, Application of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is aryl halide aniline amination palladium complex catalyst.

A terphenyl phosphine ligand (2,6-bis(2,4,6-triisopropylphenyl)phenyl-dicyclohexylphosphine, TXPhos) and its supported palladium complex [(TXPhos)(allyl)PdCl] have been developed and the catalyst system is highly efficient in amination of aryl halides ArX (Ar = Ph, 2-methoxyphenyl, 4-cyanophenyl, etc.; X = Cl, Br, I) with 1° anilines RNH2 (R = Ph, 2-nitrophenyl, 2,5-dimethylphenyl, etc.), especially effective for densely functionalized substrates including both partners possessing ortho-ester, acetyl, nitrile and nitro groups. With the TXPhos-supported catalyst system, many partner combinations have been unprecedentedly realized and the base scope has been even extended to KOAc, which is even the best choice in the amination of 2-nitrochlorobenzene.

Journal of Catalysis published new progress about Amination. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application of 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tak, Raj K. published the artcileLigand-enabled, copper-catalyzed electrophilic amination for the asymmetric synthesis of β-amino acids, Application In Synthesis of 100-70-9, the main research area is amino acid beta cyclic linear enantioselective synthesis solvent effect; electrophilic amination copper catalyst isoxazolidinone nitrene; asym desymmetrization kinetic resolution nitrene transfer.

Catalytic asym. nitrene transfer has emerged as a reliable method for the synthesis of nitrogen-containing chiral compounds Herein, we report the copper-catalyzed intramol. asym. electrophilic amination of aromatic rings. The reactive intermediate is a copper-alkyl nitrene generated from isoxazolidin-5-ones. Copper catalysis promotes three classes of asym. transformations, namely, asym. desymmetrization, parallel kinetic resolution, and kinetic resolution, expanding the repertoire of alkyl nitrene transfer and providing various cyclic and linear β-amino acids in their enantioenriched forms.

Organic Letters published new progress about Amination. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application In Synthesis of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yang, Qi-Liang published the artcilePalladium-Catalyzed Electrochemical C-H Bromination Using NH4Br as the Brominating Reagent, Related Products of nitriles-buliding-blocks, the main research area is bromobenzamide preparation; benzamide preparation electrochem bromination palladium catalyst ammonium bromide.

The palladium-catalyzed electrochem. C-H bromination of benzamide derivatives under divided cells is developed, in which NH4Br serves as a brominating reagent and electrolyte. The protocol avoids the use of chem. oxidants and provides an alternative method for the synthesis of aryl bromides.

Organic Letters published new progress about Amidation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fu, Zhengqiang published the artcileManganese Catalyzed Direct Amidation of Esters with Amines, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is amide preparation; ester amine amidation manganese catalyst.

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations

Journal of Organic Chemistry published new progress about Amidation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Islam, Sk Manirul published the artcilePolymer-anchored Ru(II) complex as an efficient catalyst for the synthesis of primary amides from nitriles and of secondary amides from alcohols and amines, Formula: C9H9NO2, the main research area is nitrile polymer anchored ruthenium complex hydration catalyst; primary amide preparation green chem; alc amine polymer anchored ruthenium complex oxidative coupling catalyst; secondary amide preparation green chem; polymer anchored ruthenium complex preparation hydration oxidative amidation catalyst.

A polymer-anchored ruthenium(II) catalyst was synthesized and characterized. Its catalytic activity was evaluated for the preparation of primary amides from aqueous hydration of nitriles in neutral condition. A range of nitriles were successfully converted to their corresponding amides in good to excellent yields. The catalyst was also effective in the preparation of secondary amides from the coupling of alcs. and amines. The catalyst can be facilely recovered and reused six times without a significant decrease in its activity.

Applied Organometallic Chemistry published new progress about Amidation. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nelson, Derek W. published the artcileStructure-Activity Relationship Studies on a Series of Novel, Substituted 1-Benzyl-5-phenyltetrazole P2X7 Antagonists, Name: 2,3-Dimethoxybenzonitrile, the main research area is enzylphenyltetrazole derivative SAR preparation P2X7 receptor antagonist.

1-Benzyl-5-aryltetrazoles were discovered to be novel antagonists for the P2X7 receptor. Structure-activity relationship (SAR) studies were conducted around both the benzyl and Ph moieties. In addition, the importance of the regiochem. substitution on the tetrazole was examined Compounds were evaluated for activity to inhibit calcium flux in both human and rat recombinant P2X7 cell lines using fluorometric imaging plate reader technol. Analogs were also assayed for their ability to inhibit IL-1β release and to inhibit P2X7-mediated pore formation in human THP-1 cells. Compound 15d was advanced to efficacy studies in a model of neuropathic pain where significant reversal of mech. allodynia was observed at doses that did not affect motor coordination.

Journal of Medicinal Chemistry published new progress about Allodynia. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Name: 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wimmer, Eric published the artcileAn autonomous self-optimizing flow machine for the synthesis of pyridine-oxazoline (PyOX) ligands, Recommanded Product: Picolinonitrile, the main research area is pyridine oxazoline ligand self optimizing flow machine.

Pyridine-oxazoline-type ligands (PyOX) are an important class of chiral ligands for metal-catalyzed asym. transformations. Herein we describe an efficient and reliable flow route which is amenable for the synthesis of PyOX ligands at a scale of hundreds of milligrams per h. Optimal flow conditions were rapidly identified through the assistance of an inhouse built autonomous self-optimizing system integrating a custom-made optimization algorithm derived from the Nelder-Mead and golden section search methods. The preparation of a small library of representative PyOX ligands highlights the practical application of this flow route which should be of primary interest for synthetic chemists developing metal-catalyzed asym. transformations.

Reaction Chemistry & Engineering published new progress about Algorithm. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Recommanded Product: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kamiya, Yusuke published the artcilePrediction of permeability across intestinal cell monolayers for 219 disparate chemicals using in vitro experimental coefficients in a pH gradient system and in silico analyses by trivariate linear regressions and machine learning, Computed Properties of 91-15-6, the main research area is intestinal cell monolayer permeability silico TLR machine learning; Caco-2 cells; Machine learning; Multivariate analysis; Octanol–water distribution coefficient; Permeability.

For medicines, the apparent membrane permeability coefficients (Papp) across human colorectal carcinoma cell line (Caco-2) monolayers under a pH gradient generally correlate with the fraction absorbed after oral intake. Furthermore, the in vitro Papp values of 29 industrial chems. were found to have an inverse association with their reported no-observed effect levels for hepatotoxicity in rats. In the current study, we expanded our influx permeability predictions for the 90 previously investigated chems. to both influx and efflux permeability predictions for 207 diverse primary compounds, along with those for 23 secondary compounds Trivariate linear regression anal. found that the observed influx and efflux logPapp values determined by in vitro experiments significantly correlated with mol. weights and the octanol-water distribution coefficients at apical and basal pH levels (pH 6.0 and 7.4, resp.) (apical to basal, r = 0.76, n = 198; and basal to apical, r = 0.77, n = 202); the distribution coefficients were estimated in silico. Further, prediction accuracy was enhanced by applying a light gradient boosting machine learning system (LightGBM) to estimate influx and efflux logPapp values that incorporated 17 and 19 in silico chem. descriptors (r = 0.83-0.84, p < 0.001). The determination in vitro and/or prediction in silico of permeability coefficients across intestinal cell monolayers of a diverse range of industrial chems./food components/medicines could contribute to the safety evaluations of oral intakes of general chems. in humans. Such new alternative methods could also reduce the need for animal testing during toxicity assessment. Biochemical Pharmacology (Amsterdam, Netherlands) published new progress about Algorithm. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Computed Properties of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts