52818-63-0

Basic information

• Product Name: 2-(4-Methoxybenzylamino)pyridine
• Synonyms: N-(4-METHOXYBENZYL)PYRIDIN-2-AMINE;N[(4-METHOXYPHENYL)METHYL]-2-PYRIDINAMINE;2-(P-METHOXYBENZYL)AMINOPYRIDINE;2-(P-METHOXYBENZYL)AMINOPYRIMIDINE;2-(4-METHOXYBENZYLAMINO)PYRIDINE;(4-METHOXY-BENZYL)-PYRIDIN-2-YL-AMINE DIHYDROCHLORIDE;p-anisyl(2-pyridyl)amine;N-(p-Methoxybenzyl)pyridin-2-amine
• CAS NO: 52818-63-0
• Molecular Formula: C₁₃H₁₄N₂O
• Molecular Weight: 215.25
• EINECS: 258-202-1
• Mol File: 52818-63-0.mol
• Article Data: 40

Chemical Properties

• Melting Point: 121-126 °C
• Boiling Point: 354.4°C (rough estimate)
• Flash Point: 173.3 °C
• Appearance: /
• Density: 1.0850 (rough estimate)
• Vapor Pressure: 1.87E-05mmHg at 25°C
• Refractive Index: 1.6450 (estimate)
• Storage Temp.: 2-8°C
• PKA: 6.28±0.10(Predicted)
• CAS DataBase Reference: 2-(4-Methoxybenzylamino)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methoxybenzylamino)pyridine(52818-63-0)
• EPA Substance Registry System: 2-(4-Methoxybenzylamino)pyridine(52818-63-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 52818-63-0(Hazardous Substances Data)

Usage

Description

2-(4-Methoxybenzylamino)pyridine, also known as N-[(4-Methoxyphenyl)methyl]-2-pyridinamine, is an organic compound characterized by its white to yellow powder form. It is a derivative of pyridine with an amine group attached to the 2nd position and a methoxybenzyl group attached to the amine nitrogen. 2-(4-Methoxybenzylamino)pyridine is of interest in the fields of chemistry and pharmaceuticals due to its unique structure and potential applications.

Uses

Used in Chemical Synthesis:
2-(4-Methoxybenzylamino)pyridine is used as a key intermediate in the synthesis of various organic compounds, particularly those involving the formation of Schiff bases. Its unique structure allows for further functionalization and the creation of novel molecules with potential applications in different industries.
Used in Microbiology Evaluations:
In the field of microbiology, 2-(4-Methoxybenzylamino)pyridine is utilized for evaluating the effectiveness of (N-heteroaryl)arylmethanamines and their Schiff bases. These evaluations are crucial for understanding the interactions between these compounds and microbial organisms, which can lead to the development of new antimicrobial agents or insights into their mechanisms of action.
Used in Pharmaceutical Research:
Given its structural features, 2-(4-Methoxybenzylamino)pyridine holds potential in the development of new pharmaceuticals. Its ability to form Schiff bases with various aldehydes and ketones can lead to the creation of new drug candidates with diverse biological activities, such as potential applications in the treatment of various diseases or conditions.
Used in Material Science:
2-(4-Methoxybenzylamino)pyridine's chemical properties, including its white to yellow powder form, may also find applications in material science. It could be used in the development of new materials with specific properties, such as those with unique optical, electronic, or mechanical characteristics.

InChI:InChI=1/C13H14N2O/c1-16-12-7-5-11(6-8-12)10-15-13-4-2-3-9-14-13/h2-9H,10H2,1H3,(H,14,15)/p+1

Upstream product

• 504-29-0 2-aminopyridine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-11-5 4-methoxy-benzaldehyde 
• 5029-67-4 2-iodopyridine 
• 2393-23-9 4-methoxy-benzylamine 
• 462-08-8 pyridin-3-ylamine 
• 15009-91-3 2-nitropyridine 
• 1445435-39-1 C₁₈H₂₂N₂O₃ 
• 38427-94-0 N-(tert-butoxycarbonyl)-2-aminopyridine 
• 824-94-2 p-methoxybenzyl chloride 
• 40037-18-1 2-<(p-methoxybenzylidene)amino>pyridine 

Downstream Products

• 52818-55-0 4-Benzamido-1-(2-[N-(p-methoxybenzyl)-N-(2-pyridyl)]-amino)ethylpiperidine 
• 1009069-76-4 N-(4-methoxybenzyl)-N-(5-nitropyridin-2-yl)-N-(pyridin-2-yl)amine 
• 1345012-36-3 tert-butyl 4-(2-((4-methoxybenzyl)(pyridin-2-yl)amino)ethyl)piperazine-1-carboxylate 
• 1345012-43-2 (S)-tert-butyl 3-(2-((4-methoxybenzyl)(pyridin-2-yl)amino)acetamido)pyrrolidin-1-carboxylate 
• 562847-53-4 8-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-octanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-52-3 6-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-51-2 4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-butyramide 
• 562847-50-1 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-acetamide 
• 562847-57-8 8-amino-octanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-56-7 6-amino-hexanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide 
• 562847-55-6 4-amino-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-butyramide 
• 562847-60-3 4-({2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amino)-butyronitrile 
• 562847-54-5 2-amino-N-{2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N-methyl-acetamide 

Relevant articles and documents

SYNTHESIS, STRUCTURE, AND PROPERTIES OF 1-(p-R-PHENACYL)-2-(p-METHOXYBENZYLAMINO)PYRIDINIUM BROMIDES

We have synthesized 2-(p-methoxybenzylamino)-1-(p-R-phenacyl)pyridinium bromides by alkylation of 2-(p-methoxybenzylamino)pyridine with substituted phenacyl bromides.Using spectral methods we have shown that the title compounds exist in the form of 1,2-diaryl-2-hydroxy-2,3-dihydroimidazopyridinium salts.We have studied their properties and suggest an alternative synthesis route.

Half-sandwich Ru(ii) arene complexes bearing benzimidazole ligands for theN-alkylation reaction of aniline with alcohols in a solvent-free medium

In this article, the directN-alkylation reactions of amines with alcohol derivatives using the borrowing hydrogen methodology have been investigated. For this purpose, a new series of half-sandwich ruthenium(ii) complexes bearing N-coordinated benzimidazole complexes have been synthesized and fully characterized by FT-IR,1H NMR and13C NMR spectroscopies. Additionally, the structures of the complexes2a-2ehave been characterized by X-ray crystallography. All new complexes were investigated for their catalytic activities in the alkylation reaction of amines with alcohol derivatives. It was found that alkylation reactions in a solvent-free medium are efficient and selective.

Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols

Metal hydride complexes are key intermediates forN-alkylation of amines with alcohols by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcohols and the hydrogenation of imines. Herein we report ruthenium(ii) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in theN-alkylated reactionviareactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex6cbwith a phenyl wingtip group and BArF?counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70 °C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcohols were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and density functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selectionvia[Ru-H] species in this process.