Category: 52818-63-0

Martinez-Asencio, Ana published the artcileN-Alkylation of poor nucleophilic amine and sulfonamide derivatives with alcohols by a hydrogen autotransfer process catalyzed by copper(II) acetate, HPLC of Formula: 52818-63-0, the publication is Tetrahedron Letters (2010), 51(2), 325-327, database is CAplus.

Copper(II) acetate is a versatile, cheap, and simple catalyst for the selective N-monoalkylation of amino derivatives with poor nucleophilic character, such as aromatic and heteroaromatic amines as well as sulfonamides, using in all cases primary alcs. as initial source of the electrophiles, through a hydrogen autotransfer process. In the case of sulfonamides, the monoalkylation process followed by a naphthalene-catalyzed reductive deprotection gives primary amines, which is an indirect alternative to the direct monoalkylation of ammonia.

Tetrahedron Letters 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, HPLC of Formula: 52818-63-0.

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

Martinez-Asencio, Ana published the artcileN-Alkylation of poor nucleophilic amines and derivatives with alcohols by a hydrogen autotransfer process catalyzed by copper(II) acetate: Scope and mechanistic considerations, COA of Formula: C13H14N2O, the publication is Tetrahedron (2011), 67(17), 3140-3149, database is CAplus.

Copper(II) acetate is a versatile, cheap and simple catalyst for the selective N-monoalkylation of amino derivatives with poor nucleophilic character, such as aromatic and heteroaromatic amines as well as carboxamides, phosphinamides, sulfonamides, and phosphazenes, using in all cases primary alcs. as initial source of the electrophiles, through a hydrogen autotransfer process. In the case of sulfonamides, the monoalkylation process followed by a naphthalene-catalyzed reductive deprotection gives primary amines, which is an indirect alternative to the direct monoalkylation of ammonia. A study of the reaction using deuterium labeled reagents was performed, indicating that the dehydrogenation and hydrogenation steps do not take place on the same copper-atom coordination sphere, with the condensation step occurring out of the dehydrogenating catalytic species.

Tetrahedron 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, COA of Formula: C13H14N2O.

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

Martinez, Ricardo published the artcileSelective N-monoalkylation of aromatic amines with benzylic alcohols by a hydrogen autotransfer process catalyzed by unmodified magnetite, Product Details of C13H14N2O, the publication is Organic & Biomolecular Chemistry (2009), 7(10), 2176-2181, database is CAplus and MEDLINE.

Magnetite is an effective catalyst for the selective N-alkylation of (hetero)aromatic amines using benzylic alcs. as electrophiles. The process could be repeated up to eight times without losing effectiveness. The catalyst recycling is very easy, using a simple magnet. The catalyst is selective, and could discriminate between aromatic and aliphatic amines, as well as between benzylic and aliphatic alcs., as the reactions only take place with aromatic amines and benzylic alcs.

Organic & Biomolecular 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, Product Details of C13H14N2O.

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

Cano, Rafael published the artcileImpregnated Ruthenium on Magnetite as a Recyclable Catalyst for the N-Alkylation of Amines, Sulfonamides, Sulfinamides, and Nitroarenes Using Alcohols as Electrophiles by a Hydrogen Autotransfer Process, Product Details of C13H14N2O, the publication is Journal of Organic Chemistry (2011), 76(14), 5547-5557, database is CAplus and MEDLINE.

Various impregnated metallic salts on magnetite have been prepared, including cobalt, nickel, copper, ruthenium, and palladium salts, as well as a bimetallic palladium-copper derivative Impregnated ruthenium catalyst is a versatile, inexpensive, and simple system for the selective N-monoalkylation of amino derivatives with poor nucleophilic character, such as aromatic and heteroaromatic amines, sulfonamides, sulfinamides, and nitroarenes, using in all cases alcs. as the initial source of the electrophile, through a hydrogen autotransfer process. In the case of sulfinamides, this is the first time that these amino compounds have been alkylated following this strategy, allowing the use of chiral sulfinamides and secondary alcs. to give the alkylated compound with a diastereomeric ratio of 92:8. In these cases, after alkylation, a simple acid deprotection gave the expected primary amines in good yields. The ruthenium catalyst is quite sensitive, and small modifications of the reaction medium can change the final product. The alkylation of amines using potassium hydroxide renders the N-monoalkylated amines, and the same protocol using sodium hydroxide yields the related imines. The catalyst can be easily removed by a simple magnet and can be reused up to ten times, showing the same activity.

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, Product Details of C13H14N2O.

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

Balamurugan, Gunasekaran published the artcileNickel(II)-N^ΛN^ΛO Pincer Type Complex-Catalyzed N-alkylation of Amines with Alcohols via the Hydrogen Autotransfer Reaction, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Journal of Organic Chemistry (2020), 85(11), 7125-7135, database is CAplus and MEDLINE.

A highly sustainable catalytic protocol for the coupling of alcs. and amines for selective monoalkylated amines using Ni(II)-N^ΛN^ΛO pincer type complexes through the borrowing hydrogen methodol. is described. An array of Ni(II) catalysts (1-3; acylhydrazone Ph group substituted with p-H, OMe, Cl, resp.) was synthesized and characterized by various spectral and anal. methods. Furthermore, the distorted square planar geometry of the complexes (1 and 2) was substantiated with single crystal X-ray diffraction study. The inexpensive nickel-based catalytic methodol. displays a broad substrate scope for the N-alkylation of aromatic and heteroaromatic amines using a diverse range of primary alcs. with excellent yields up to 97%. The present approach is environmentally benign, which liberates water as the sole byproduct. A short synthesis of drug intermediates such as mepyramine and chloropyramine illustrates the utility of the present protocol.

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

Subaramanian, Murugan published the artcileConvenient and Reusable Manganese-Based Nanocatalyst for Amination of Alcohols, SDS of cas: 52818-63-0, the publication is ChemCatChem (2021), 13(20), 4334-4341, database is CAplus.

Herein, a reusable heterogeneous N-doped graphene-based manganese nanocatalyst (Mn@NrGO) for selective N-alkylation of amines with alcs. to gave (arylmethyl)anilines Ar¹NHCHR¹R² [Ar₁ = Ph, 2-pyridyl, 1-naphthyl, etc.; R¹ = H, Ph, 4-MeC₆H₄, 2-MeC₆H₄, 4-ClC₆H₄, 4-MeOC₆H₄; R² = Ph, 4-ClC₆H₄, 2-furyl, etc.] was described. Mechanistic studies illustrate that the catalytic reaction followed a domino dehydrogenation-condensation-hydrogenation sequence of alcs. and amines with the formation of water as the sole byproduct. The scope of the reaction was extended to the synthesis of pharmaceutically important N-alkylated amine intermediates. The heterogeneous nature of the catalyst made it easy to sep. for long-term performance, and the recycling study revealed that the catalyst was robust and retained its activity after several recycling experiments

ChemCatChem 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 C4H6O3, SDS of cas: 52818-63-0.

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

Ramachandran, Rangasamy published the artcileRuthenium(II) carbonyl complexes designed with arsine and PNO/PNS ligands as catalysts for N-alkylation of amines via hydrogen autotransfer process, Application of N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Journal of Organometallic Chemistry (2015), 130-140, database is CAplus.

A series of phosphine-functionalized hydrazone/thiosemicarbazone ligands and their corresponding ruthenium(II) carbonyl complexes of the type [RuCl(CO)(AsPh₃)(L)] [L = 2-(2-(diphenylphosphino)benzylidene)benzoic acid hydrazone (PNO-BHy), 2-(2-(diphenylphosphino)benzylidene)nicotinic acid hydrazone (PNO-NHy), 2-(2-(diphenylphosphino)benzylidene)-2-furoic hydrazone (PNO-FHy), 2-(2-(diphenylphosphino)benzylidene)-4-ethyl-3-thiosemicarbazone (PNS-EtTs), 2-(2-(diphenylphosphino)benzylidene)-4-cyclohexyl-3-thiosemicarbazone (PNS-CyTs)] have been synthesized based on the ligands with different electronic and steric effects. These complexes were characterized by elemental analyses and various spectral methods. The solid-state structure of the ruthenium PNS-EtTs complex was determined by single-crystal X-ray diffraction method. In all of the complexes, the ligand was bound to the Ru(II) center via the PNO/PNS donor atoms. All the ruthenium(II) complexes were demonstrated as highly efficient catalysts for the synthesis of secondary amines/amides by the coupling of primary amines/amides with alcs. at low catalyst loading, and the maximum yield was obtained up to 98%. The N-alkylation reaction can be readily carried out under moderate conditions, and release of water is the sole byproduct. In addition, the effects of substituents on the ligand, solvents, base and catalyst loading on the catalytic activity of the complexes have been investigated. Advantageously, only one equivalent of the alc. was consumed in the process.

Journal of 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, Application of N-(4-Methoxybenzyl)pyridin-2-amine.

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

Ramachandran, Rangasamy published the artcileEfficient and versatile catalysis of N-alkylation of heterocyclic amines with alcohols and one-pot synthesis of 2-aryl substituted benzazoles with newly designed ruthenium(II) complexes of PNS thiosemicarbazones, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Dalton Transactions (2014), 43(21), 7889-7902, database is CAplus and MEDLINE.

Ru(II) carbonyl complexes with phosphine-functionalized PNS type thiosemicarbazone ligands [RuCl(CO)(EPh₃)(L)] (1–6) (E = P or As, L = 2-(2-(diphenylphosphino)benzylidene) thiosemicarbazone (PNS-H), 2-(2-(diphenylphosphino)benzylidene)-N-methylthiosemicarbazone (PNS-Me), 2-(2-(diphenylphosphino)benzylidene)-N-phenylthiosemicarbazone (PNS-Ph)) were synthesized and characterized by elemental anal. and spectroscopy (IR, UV-visible, ¹H, ¹³C, ³¹P-NMR) as well as ESI mass spectrometry. The mol. structures of complexes 1, 2 and 6 were identified by single-crystal x-ray diffraction anal. The anal. revealed that all the complexes possess a distorted octahedral geometry with the ligand coordinating in a uni-neg. tridentate PNS fashion. All the Ru complexes (1–6) were tested as catalyst for N-alkylation of heteroaromatic amines with alcs. Notably, complex 2 is a very efficient and versatile catalyst towards N-alkylation of a wide range of heterocyclic amines with alcs. Complex 2 can also catalyze the direct amination of 2-nitropyridine with benzyl alc. to the corresponding secondary amine. Also, a preliminary examination of performance for N,N-dialkylation of diamine showed promising results, giving good conversion and high selectivity. N-alkylation of ortho-substituted anilines (-NH₂, -OH and -SH) led to the 1-pot synthesis of 2-aryl substituted benzimidazoles, benzoxazoles and benzothiazoles, also revealing the catalytic activity of complex 2.

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 C13H14N2O, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine.

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

Ramachandran, Rangasamy published the artcileRuthenium(II) complexes containing a phosphine-functionalized thiosemicarbazone ligand: synthesis, structures and catalytic C-N bond formation reactions via N-alkylation, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is RSC Advances (2015), 5(15), 11405-11422, database is CAplus.

A series of ruthenium(II) complexes incorporating a thiosemicarbazone chelate tethered with a diphenylphosphine pendant have been studied. Thus, [(PNS-Et)RuCl(CO)(PPh₃)] (1), [N,S-(PNS-Et)RuH(CO)(PPh₃)₂] (2) and [(PNS-Et)RuCl(PPh₃)] (3) were synthesized by reactions of various Ru^II precursors with 2-(2-(diphenylphosphino)benzylidene)-N-ethylthiosemicarbazone (PNS-Et). However, complexation of PNS-Et with an equimolar amount of [RuCl₂(DMSO)₄] resulted in two different entities [(PNS-Et)RuCl(DMSO)₂] (4) and [(PNS-Et)₂Ru] (5) with different structural features in a single reaction. All the Ru^II complexes have been characterized by anal. and various spectroscopic techniques. Compounds 1–5 were recrystallized, and the x-ray crystal structures have been reported for 1, 2 and 5. In the complexes 1 and 3–5 the ligand coordinated in a tridentate monobasic fashion by forming PNS five- and six-membered rings, whereas in 2, the ligand coordinated in a bidentate monobasic fashion by forming a strained NS four-membered ring. Furthermore, compounds 1–5 showed catalytic activity in N-alkylation of heteroaromatic amines. Notably, complexes 1–3 are very efficient catalysts toward N-alkylation of a wide range of heterocyclic amines with alcs. In the presence of a catalytic amount of 2 with 50 mol% of KOH, N₁,C₅-dialkylation of 4-phenylthiazol-2-amine has been investigated. Reaction of in situ generated aldehyde with amine yields the N₁,C₅-dialkylated products through the hydride ion transformation from alc. Complexes 1–3 also catalyzed a variety of coupling reactions of benzyl alcs. and sulfonamides, which were realized often with 99% isolated yields. Advantageously, only one equivalent of the primary alc. was consumed in the process.

RSC Advances 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

Maurer, Hans published the artcileToxicological detection of ethylenediamine and piperazine antihistamines and their metabolites in urine by computerized gas chromatography-mass spectrometry, Formula: C13H14N2O, the publication is Fresenius’ Zeitschrift fuer Analytische Chemie (1988), 331(7), 744-56, database is CAplus.

A gas chromatog.-mass spectrometric procedure for the detection of the ethylenediamine and piperazine antihistamines and their metabolites in urine after acid hydrolysis, extraction and acetylation is described for adeptolon, antazoline, bamipine, buclizine, chlorcyclizine, chloropyramine, cinnarizine, clemizole, cyclizine, etodroxizine, histapyrrodine, hydroxyzine, meclozine, mepyramine, oxatomide, and tripelenamine. The acetylated extract was analyzed by computerized gas chromatog.-mass spectrometry. Using ion chromatog. with the selective ions m/z 58, 72, 85, 125, 165, 183, 198, and 201, the possible presence of ethylenediamine or piperazine antihistamines or their metabolites was indicated. The identity of pos. signals in the reconstructed ion chromatograms was then confirmed by a visual or computerized comparison of the stored full mass spectra with the reference spectra. The chromatograms, reference mass spectra, and gas chromatog. retention indexes (OV-101) are documented. The procedure presented was integrated in a general screening procedure (general unknown anal.) for several groups of drugs.

Fresenius’ Zeitschrift fuer Analytische Chemie 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, Formula: C13H14N2O.

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