Category: 319016-04-1

PS-SNAP, a practical polymer-supported nitrosation reagent in organic synthesis was written by Roche, Didier;Lardy, Claude;Tournier, Lucie;Prunier, Marc;Valeur, Eric. And the article was included in Tetrahedron Letters in 2010.HPLC of Formula: 319016-04-1 The following contents are mentioned in the article:

PS-SNAP was designed and evaluated as a practical nitrosating polymer-supported reagent for the nitrosation of sec-amines. Nitrosated dialkyl amines, alkyl anilines, and bis-anilines were obtained in good yields and high purities after shaking the corresponding amines in the presence of an excess of the newly described reagent followed by simple filtration and removal of solvents. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1HPLC of Formula: 319016-04-1).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.HPLC of Formula: 319016-04-1

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P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate was written by Li, Gen;Qin, Ziyang;Radosevich, Alexander T.. And the article was included in Journal of the American Chemical Society in 2020.Safety of 4-((4-Methoxyphenyl)amino)benzonitrile The following contents are mentioned in the article:

The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD₃NO₂, CH₃¹⁵NO₂, and ¹³CH₃NO₂), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Safety of 4-((4-Methoxyphenyl)amino)benzonitrile).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Safety of 4-((4-Methoxyphenyl)amino)benzonitrile

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Nitrile – Wikipedia,
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Palladium-Catalyzed Amination of Aryl Nonaflates was written by Anderson, Kevin W.;Mendez-Perez, Maria;Priego, Julian;Buchwald, Stephen L.. And the article was included in Journal of Organic Chemistry in 2003.Computed Properties of C14H12N2O The following contents are mentioned in the article:

The first detailed study of the palladium-catalyzed amination of aryl nonaflates is reported. Use of ligands such as BINAP allows for the catalytic amination of electron-rich and -neutral aryl nonaflates with both primary and secondary amines. With use of Xantphos, the catalytic amination of a variety of functionalized aryl nonaflates resulted in excellent yields of anilines; even 2-carboxymethyl aryl nonaflate is effectively coupled with a primary alkylamine. Moderate yields were obtained when coupling halo-aryl nonaflates with a variety of amines, where in most cases the aryl nonaflate reacted in preference to the aryl halide. Overall, aryl nonaflates are an effective alternative to triflates in palladium-catalyzed C-N bond-forming processes due to their increased stability under the reaction conditions. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Computed Properties of C14H12N2O).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Computed Properties of C14H12N2O

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Intermolecular Reductive C-N Cross Coupling of Nitroarenes and Boronic Acids by P^III/P^V=O Catalysis was written by Nykaza, Trevor V.;Cooper, Julian C.;Li, Gen;Mahieu, Nolwenn;Ramirez, Antonio;Luzung, Michael R.;Radosevich, Alexander T.. And the article was included in Journal of the American Chemical Society in 2018.SDS of cas: 319016-04-1 The following contents are mentioned in the article:

A main group-catalyzed method for the synthesis of aryl- and heteroarylamines by intermol. C-N coupling is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane) and a terminal hydrosilane reductant (phenylsilane) to drive reductive intermol. coupling of nitro(hetero)arenes with boronic acids. Applications to the construction of both C_sp2-N (from arylboronic acids) and C_sp3-N bonds (from alkylboronic acids) are demonstrated; the reaction is stereospecific with respect to C_sp3-N bond formation. The method constitutes a new route from readily available building blocks to valuable nitrogen-containing products with complementarity in both scope and chemoselectivity to existing catalytic C-N coupling methods. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1SDS of cas: 319016-04-1).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.SDS of cas: 319016-04-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

“On Water” Promoted Ullmann-Type C-N Bond-Forming Reactions: Application to Carbazole Alkaloids by Selective N-Arylation of Aminophenols was written by Chakraborti, Gargi;Paladhi, Sushovan;Mandal, Tirtha;Dash, Jyotirmayee. And the article was included in Journal of Organic Chemistry in 2018.Application of 319016-04-1 The following contents are mentioned in the article:

The Ullmann-type cross coupling of a variety of aromatic, aliphatic amines with aryl halides is reported using a CuI-based catalytic system in combination with an easily accessible prolinamide ligand in aqueous media. The method is mild and tolerant to air, moisture, and a wide range of functional groups, providing a novel way to access a variety of aminated products. Secondary amines like heteroaromatic amines and nucleobases have also been used, affording the corresponding coupling products in good to excellent yields. Moreover, this method has been employed for chemoselective C-N arylation of aminophenols and further utilized for the synthesis of carbazole natural products, avoiding the protection and deprotection steps. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Application of 319016-04-1).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Application of 319016-04-1

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Light-Promoted C-N Coupling of Aryl Halides with Nitroarenes was written by Li, Gang;Yang, Liu;Liu, Jian-Jun;Zhang, Wei;Cao, Rui;Wang, Chao;Zhang, Zunting;Xiao, Jianliang;Xue, Dong. And the article was included in Angewandte Chemie, International Edition in 2021.Reference of 319016-04-1 The following contents are mentioned in the article:

A photochem. C-N coupling of aryl halides with nitroarenes is demonstrated for the first time. Catalyzed by a Ni^II complex in the absence of any external photosensitizer, readily available nitroarenes undergo coupling with a variety of aryl halides, providing a step-economic extension to the widely used Buchwald-Hartwig C-N coupling reaction. The method tolerates coupling partners with steric-congestion and functional groups sensitive to bases and nucleophiles. Mechanistic studies suggest that the reaction proceeds via the addition of an aryl radical, generated from a Ni^I/Ni^III cycle, to a nitrosoarene intermediate. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Reference of 319016-04-1).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Reference of 319016-04-1

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Nitrile – Wikipedia,
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Potassium 2,2,5,7,8-Pentamethylchroman-6-oxide: A Rationally Designed Base for Pd-Catalysed Amination was written by Hoi, Ka Hou;Organ, Michael G.. And the article was included in Chemistry – A European Journal in 2012.Synthetic Route of C14H12N2O The following contents are mentioned in the article:

The authors have used a base, potassium 2,2,5,7,8-pentamethylchroman-6-hydroxide, for palladium-catalyzed amination. It has the necessary basicity to facilitate the efficient deprotonation of the corresponding aryl palladium ammonium complexes to give desirable kinetics, while having diminished nucleophilicity to mitigate undesired side reactions with base-sensitive functional groups. The base has shown excellent reactivity and selectivity with both highly reactive phosphine- and NHC-based Pd catalysts indicating it will have high compatibility, thus good generality and broad uptake in metal-catalyzed amination reactions. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Synthetic Route of C14H12N2O).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Synthetic Route of C14H12N2O

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Pd(PPh₃)₄-Catalyzed Buchwald-Hartwig Amination of Aryl Fluorosulfonates with Aryl Amines was written by Lim, Taehyun;Byun, Sangmoon;Kim, B. Moon. And the article was included in Asian Journal of Organic Chemistry in 2017.Name: 4-((4-Methoxyphenyl)amino)benzonitrile The following contents are mentioned in the article:

Novel Buchwald-Hartwig aminations of aryl fluorosulfonates using a catalytic amount of Pd(PPh₃)₄ in the presence of Cs₂CO₃ were described. From these reactions, a variety of biaryl amines were obtained in moderate to good yields. This system allowed for the efficient amination of aromatic groups containing electron-rich as well as electron-poor functional groups. Aryl fluorosulfonates could be applied as alternative cross-coupling partners to aryl halides in palladium-catalyzed aminations. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Name: 4-((4-Methoxyphenyl)amino)benzonitrile).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Name: 4-((4-Methoxyphenyl)amino)benzonitrile

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Nitrile – Wikipedia,
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Visible-Light- and PPh₃-Mediated Direct C-N Coupling of Nitroarenes and Boronic Acids at Ambient Temperature was written by Manna, Kartic;Ganguly, Tanusree;Baitalik, Sujoy;Jana, Ranjan. And the article was included in Organic Letters in 2021.Safety of 4-((4-Methoxyphenyl)amino)benzonitrile The following contents are mentioned in the article:

Herein a metal-free, visible-light- and triphenylphosphine-mediated intermol., reductive amination between nitroarenes and boronic acids at ambient temperature without any photocatalyst is presented. Mechanistically, a slow reduction of nitroarenes to a nitroso and, finally, a nitrene intermediate occurs that leads to the amination product with concomitant 1,2-aryl/-alkyl migration from a boronate complex. A wide range of nitroarenes underwent C-N coupling with aryl-/alkylboronic acids providing high yields. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Safety of 4-((4-Methoxyphenyl)amino)benzonitrile).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Safety of 4-((4-Methoxyphenyl)amino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Palladium-Catalyzed Annulation of Diarylamines with Olefins through C-H Activation: Direct Access to N-Arylindoles was written by Sharma, Upendra;Kancherla, Rajesh;Naveen, Togati;Agasti, Soumitra;Maiti, Debabrata. And the article was included in Angewandte Chemie, International Edition in 2014.Computed Properties of C14H12N2O The following contents are mentioned in the article:

A palladium-catalyzed dehydrogenative coupling between diarylamines and olefins has been discovered for the synthesis of substituted indoles. This intermol. annulation approach incorporates readily available olefins for the first time and obviates the need of any addnl. directing group. An ortho palladation, olefin coordination, and β-migratory insertion sequence has been proposed for the generation of olefinated intermediate, which is found to produce the expected indole moiety. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Computed Properties of C14H12N2O).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Computed Properties of C14H12N2O

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts