N-(pyridin-2-ylmethyl)aniline

Base Information

• Chemical Name: N-(pyridin-2-ylmethyl)aniline
• CAS No.: 4329-81-1
• Molecular Formula: C12H12N2
• Molecular Weight: 184.241
• Hs Code.: 2933399090
• European Community (EC) Number: 224-364-7
• DSSTox Substance ID: DTXSID10195810
• Nikkaji Number: J205.709C
• Wikidata: Q72443394
• ChEMBL ID: CHEMBL402456
• Mol file: 4329-81-1.mol

Synonyms:4329-81-1;N-(pyridin-2-ylmethyl)aniline;Phenyl-pyridin-2-ylmethyl-amine;2-Anilinomethylpyridine;N-Phenylpyridine-2-methylamine;2-Pyridinemethanamine, N-phenyl-;N-(2-Pyridylmethyl)aniline;N-[(pyridin-2-yl)methyl]aniline;EINECS 224-364-7;n-(2-picolyl)aniline;BAS 06103405;.alpha.-Benzylaminopyridine;phenylpyridin-2-ylmethylamine;MLS000709688;SCHEMBL522503;N-(2-pyridylmethyl)phenylamine;Pyridine, 2-(anilinomethyl)-;CHEMBL402456;N-(2-Pyridinylmethyl)aniline #;DTXSID10195810;HMS2690J04;AKOS000228227;FS-1911;SB52937;NCGC00245397-01;SMR000286555;CS-0323183;FT-0647118;EN300-899146;A826236

Chemical Property of N-(pyridin-2-ylmethyl)aniline

Chemical Property:

• Vapor Pressure: 0.000381mmHg at 25°C
• Melting Point: 93-94 °C
• Refractive Index: 1.636
• Boiling Point: 317.6 °C at 760 mmHg
• PKA: 4.17±0.12(Predicted)
• Flash Point: 145.9 °C
• PSA: 24.92000
• Density: 1.132 g/cm³
• LogP: 2.76670
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.100048391
• Heavy Atom Count: 14
• Complexity: 152

Purity/Quality:

98%min ^*data from raw suppliers

Phenyl-pyridin-2-ylmethyl-amine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCC2=CC=CC=N2

Technology Process of N-(pyridin-2-ylmethyl)aniline

There total 25 articles about N-(pyridin-2-ylmethyl)aniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

pyridine-2-carbaldehyde (1121-60-4) + aniline (62-53-3) → N-phenylpyridine-2-methylamine (4329-81-1)

Guidance literature:

With (2,6-dichlorophenyl)bis(2,3,5,6-tetrafluorophenyl)borane; hydrogen; In tetrahydrofuran; at 100 ℃; for 6h; under 15201 Torr; Sealed tube; Molecular sieve; Autoclave; Green chemistry;

DOI:10.1021/jacs.8b03626

Reference yield: 98.0%

2-Hydroxymethylpyridine (586-98-1) + aniline (62-53-3) → N-phenylpyridine-2-methylamine (4329-81-1)

Guidance literature:

With xanth-9-one; potassium hydroxide; In toluene; at 150 ℃; for 8h; Inert atmosphere;

DOI:10.1039/c5ra07681a

Reference yield: 96.0%

2-(phenyliminomethyl)pyridine (7032-25-9) → N-phenylpyridine-2-methylamine (4329-81-1)

Guidance literature:

2-(phenyliminomethyl)pyridine; With trichlorosilane; In toluene; at 20 ℃; for 0.0833333h;

With water; potassium hydroxide; In toluene; pH=9;

DOI:10.1002/chem.201604892

upstream raw materials:

2-chloromethylpyridine

aniline

1-Adamantyl bromide

2-(phenyliminomethyl)pyridine

Downstream raw materials:

PtCl₂(C₅H₄NCH₂NHC₆H₅)

bis(N-((pyridin-2-yl)methyl)anilido)bis(dimethylamido)hafnium(IV)

bis(N-((pyridin-2-yl)methyl)anilido)bis(dimethylamido)zirconium(IV)

N-phenylpicolinamide

Refernces

• 1、 Wu, Peng-Yu,Lu, Guo-Ping,Cai, Chun. "Synthesis of an Fe-Pd bimetallic catalyst for: N -alkylation of amines with alcohols via a hydrogen auto-transfer methodology". . p. 396 - 404. Retrieved 2021/01/28.
• 2、 Huang, Ming,Li, Yinwu,Lan, Xiao-Bing,Liu, Jiahao,Zhao, Cunyuan,Liu, Yan,Ke, Zhuofeng. "Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols". supporting information. p. 3451 - 3461. Retrieved 2021/05/03.