Category: 52818-63-0

Patriciu, Oana-Irina published the artcileSynthesis of nitro N,N’-dipyridinylamines via oxidative nucleophilic substitution of hydrogen, Quality Control of 52818-63-0, the publication is Synthesis (2007), 3868-3876, database is CAplus.

The amination of 3-nitropyridines with aromatic amides generated from various aminopyridine derivatives proceeded unexpectedly in the position para to the nitro group, giving the oxidative nucleophilic substitution of hydrogen (ONSH) derived compounds After optimization, this reaction allowed easy access to interesting 3-nitro-substituted N,N’-dipyridinylamines.

Synthesis published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Quality Control of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Donthireddy, S. N. R. published the artcile[(PPh₃)₂NiCl₂]-Catalyzed C-N Bond Formation Reaction via Borrowing Hydrogen Strategy: Access to Diverse Secondary Amines and Quinolines, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Journal of Organic Chemistry (2021), 86(9), 6994-7001, database is CAplus and MEDLINE.

Com. available [(PPh₃)₂NiCl₂] was found to be an efficient catalyst for the mono-N-alkylation of (hetero)aromatic amines, employing alcs. to deliver diverse secondary amines, including the drug intermediates chloropyramine and mepyramine in excellent yields (up to 97%) via the borrowing hydrogen strategy. This method shows a superior activity (TON up to 10000) with a broad substrate scope at a low catalyst loading of 1 mol % and a short reaction time. Further, this strategy was also successful in accessing various quinoline derivatives following the acceptorless dehydrogenation pathway.

Journal of Organic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yigit, Beyhan published the artcileActive ruthenium(II)-NHC complexes for alkylation of amines with alcohols using solvent-free conditions, Computed Properties of 52818-63-0, the publication is Polyhedron, database is CAplus.

A series of new ruthenium(II) complexes bearing N-heterocyclic carbene ligands with benzylic groups were prepared by transmetallation reactions between silver(I) N-heterocyclic carbene complexes and [RuCl₂(p-cymene)]₂. All of the obtained complexes were characterized by FT-IR, ¹H NMR and ¹³C NMR spectroscopy, and the mol. structure of compound 3c was also determined by x-ray crystallog. These ruthenium complexes were tested for the alkylation of aromatic amines with a wide range of primary alcs. under solvent-free conditions using the hydrogen borrowing strategy. All of the compounds tested here showed excellent catalytic activity for these reactions and N-monoalkylated products were obtained selectively using 2.5 mol% of the ruthenium complexes.

Polyhedron published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C39H35N5O8, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sahin, Neslihan published the artcileNovel N-Alkylbenzimidazole-Ruthenium (II) complexes: Synthesis and catalytic activity of N-alkylating reaction under solvent-free medium, Synthetic Route of 52818-63-0, the publication is Applied Organometallic Chemistry (2019), 33(2), n/a, database is CAplus.

In this article, direct N-alkylation reactions of amines with alcs. derivatives have been investigated. For this purpose, a new series ruthenium (II) complexes bearing N-coordinated benzimidazole complexes with have been synthesized and fully characterized by elemental anal., FT-IR, ¹H NMR and, ¹³C NMR spectroscopies. Addnl., the structures of the complexes have been confirmed by X-ray crystallog. Although the N-alkylating reaction is usually performed in toluene, the catalytic study of complexes has carried out no addnl. solvent and alc. acted both as solvent and reactant of alkylating by using a little excess of alcs. Surprisingly, conversion and selectivity of amine product for alkylation reaction have been seen high in medium solvent-free relative to in toluene.

Applied Organometallic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Synthetic Route of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Prakash, Govindan published the artcileHeteroleptic binuclear copper(I) complexes bearing bis(salicylidene)hydrazone ligands: Synthesis, crystal structure and application in catalytic N-alkylation of amines, Category: ethers-buliding-blocks, the publication is Polyhedron (2015), 62-69, database is CAplus.

A new series of heteroleptic binuclear Cu(I) bis(salicylidene)hydrazone complexes (1–4) bearing triphenylphosphine coligands have been synthesized from the reactions of copper(II) precursor complex [CuCl₂(PPh₃)₂] with oxadiazole compounds A-D, resp. It has been observed that the oxadiazole compounds undergo ring cleavage with in situ reduction of Cu(II) ion, during the formation of complexes (1–4). The oxadiazoles (A-D) and the Cu(I) complexes (1–4) have been characterized by anal. and spectroscopic methods. Single crystal x-ray diffraction study of complex 2 revealed a distorted tetrahedral geometry around each Cu(I) center. Catalytic efficiency of the new complexes on the N-alkylation of amines using alcs. was studied under optimized conditions. The new complexes have also been tested for their catalytic activity towards the direct N-alkylation of 2-nitropyridine.

Polyhedron published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sunagawa, Genshun published the artcileSynthesis of organic bases. VI. Synthesis of thonzylamine, HPLC of Formula: 52818-63-0, the publication is Takamine Kenkyusho Nenpo (1952), 36-9, database is CAplus.

cf. C.A. 48, 8777d. Thonzylamine (I) was prepared by the following 3 routes: (a) Heating anisaldehyde, 2-aminopyridine (Ia), and HCO₂H gave 2-(p-methoxybenzylamino)pyridine (II), m. 108-9°, which, converted to the Na salt and treated with Me₂NCH₂CH₂Cl (III), gave 96% I, b₃ 191-3°. (b) 2-Formylaminopyridine and anisaldehyde in ethylene glycol gave 73.1% II which with III gave I, (lower yield than method a). (c) Ia and III in the presence of NaNH₂ yielded 29.4% N,N-Dimethyl-N’-(2-pyrimidyl)ethylenediamine, b₃ 90-5°, which was converted to the N’-formyl compound, b₆ 121-5° (96.4% yield), and finally heated with anisaldehyde in glycol to give I.

Takamine Kenkyusho Nenpo published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C3H6O2, HPLC of Formula: 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Mercier, F. published the artcileThe antispasmodic action of several benzyl derivatives of α-aminopyridine, Application of N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Travaux de la Societe de Pharmacie de Montpellier (1947), 131-4, database is CAplus.

2-(4-Methoxybenzylamino)pyridine (I) (m.p. 120-1°), 2-(3,4-dimethoxybenzylamino)pyridine (II) (m.p. 165°), and 2-(3,4-methylenedioxybenzylamino)pyridine (III) (m.p. 96°) were prepared from the appropriate aldehyde and 2-aminopyridine in the presence of Na (cf. Funke and Fourneau, C.A. 38, 3262.8). At concentrations of 1:12,500 and 1:25,000 in Tyrode solution all 3 compounds depressed the tonus and activity of isolated rabbit intestine preparations Their action in this regard was inferior to that of papaverine. The spasms produced in the isolated intestine by acetylcholine or BaCl₂ were diminished by all 3 compounds (spasmolytic action). The order of effectiveness was: I > III > II. By administration prior to the BaCl₂ the spasm could be suppressed by I, somewhat diminished by III, but unmodified by II. None of the compounds had any effect on the spasm when administered prior to acetylcholine.

Travaux de la Societe de Pharmacie de Montpellier published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Application of N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Blank, Benoit published the artcileSelective iridium-catalyzed alkylation of (hetero)aromatic amines and diamines with alcohols under mild reaction conditions, Application of N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Chemistry – A European Journal (2009), 15(15), 3790-3799, database is CAplus and MEDLINE.

A P,N-ligand-coordinated iridium complex has been employed as an efficient catalyst for the selective monoalkylation of (hetero)aromatic amines with alcs. A significant improvement of this alkylation method has been achieved, such that it can be performed at a temperature of 70°C and with catalyst loadings as low as 0.1 mol% Ir, while still affording excellent yields of secondary amines. Furthermore, the high selectivity of this catalyst for the monoalkylation of aromatic amino functions has been successfully exploited for the alkylation of diamines in both sym. and nonsym. fashions, providing a novel and very efficient synthetic tool for the preparation of N,N’-dialkylated aromatic diamines.

Chemistry – A European Journal published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Application of N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Singh, Anshu published the artcileDesigned pincer ligand supported Co(II)-based catalysts for dehydrogenative activation of alcohols: Studies on N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Dalton Transactions (2021), 50(24), 8567-8587, database is CAplus and MEDLINE.

Base-metal catalysts Co1, Co2 and Co3 were synthesized from designed pincer ligands L¹, L² and L³ having NNN donor atoms, resp. Co1, Co2 and Co3 were characterized by IR, UV-visible and ESI-MS spectroscopic studies. Single crystal x-ray diffraction studies were studied to authenticate the mol. structures of Co1 and Co3. Catalysts Co1, Co2 and Co3 were used to study the dehydrogenative activation of alcs. for N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines. Under optimized reaction conditions, a broad range of substrates including alcs., anilines and ketones were exploited. Control experiments for N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines were examined to understand the reaction pathway. ESI-MS spectral studies were studied to characterize Co-alkoxide and Co-hydride intermediates. Reduction of styrene by evolved H gas during the reaction was studied to authenticate the dehydrogenative nature of the catalysts. Probable reaction pathways are proposed for N-alkylation of amines, α-alkylation of ketones and synthesis of quinolines from control experiments and detection of reaction intermediates.

Dalton Transactions published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C10H16BNO2, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Blank, Benoit published the artcileAn efficient method for the selective iridium-catalyzed monoalkylation of (hetero)aromatic amines with primary alcohols, Computed Properties of 52818-63-0, the publication is Advanced Synthesis & Catalysis (2008), 350(5), 749-758, database is CAplus.

An efficient multi-gram scale synthesis protocol of a variety of P,N ligands is described. The synthesis is achieved in a two-step reaction. First, the amine is deprotonated and subsequently the chlorophosphine is added to yield the corresponding P,N ligand. Deprotonation of the amine is normally achieved with BuLi at low temperature, but for the preparation of ligands with a 2,2′-dipyridylamino backbone and phosphines with a high steric demand KH has to be employed in combination with reaction temperatures of 110°C for the salt metathesis step. The reaction of two equivalent of a selected P,N ligand with one equivalent of the iridium complex [IrCl(cod)]₂ (cod = 1,5-cyclooctadiene) affords P,N ligand-coordinated iridium complexes in quant. yield. X-Ray single crystal structure anal. of one of these complexes reveals a monomeric five-coordinated structure in the solid state. The iridium complexes were used to form catalysts for the N-alkylation of aromatic amines with alcs. The catalyst system was optimized by studying 8 different P,N ligands, 9 different solvents and 14 different bases. Systematic variation of the substrate to base and the amine to alc. ratios as well as the catalyst loading led to optimized catalytic reaction conditions. The substrate scope of the developed catalytic protocol was shown by synthesizing 20 different amines of which 12 could be obtained in isolated yields higher than 90%. A new efficient catalyst system for the selective monoalkylation of primary aromatic and heteroaromatic amines with primary aromatic, heteroaromatic as well as aliphatic alcs. has been established. The reaction proceeds with rather moderate catalyst loadings.

Advanced Synthesis & Catalysis published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem