2-Benzylaminopyridine

Base Information

• Chemical Name: 2-Benzylaminopyridine
• CAS No.: 6935-27-9
• Molecular Formula: C12H12N2
• Molecular Weight: 184.241
• Hs Code.: 29333999
• European Community (EC) Number: 230-060-5
• NSC Number: 59833
• UNII: 2M6W78559O
• DSSTox Substance ID: DTXSID9064508
• Nikkaji Number: J149.490B
• Wikidata: Q27254943
• ChEMBL ID: CHEMBL391815
• Mol file: 6935-27-9.mol

Synonyms:2-benzylaminopyridine

Chemical Property of 2-Benzylaminopyridine

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 0.000291mmHg at 25°C
• Melting Point: 95-97 °C(lit.)
• Refractive Index: 1.636
• Boiling Point: 321.8 °C at 760 mmHg
• PKA: 6.61±0.10(Predicted)
• Flash Point: 148.4 °C
• PSA: 24.92000
• Density: 1.131 g/cm³
• LogP: 2.76670
• Storage Temp.: Store below +30°C.
• XLogP3: 2.7
• 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%,99%, ^*data from raw suppliers

2-Benzylaminopyridine >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-40-36/37/38-20/21/22
• Safety Statements: 26-39-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=CC=N2
• Uses: 2-(Benzylamino)pyridine is used as a reactant in the amination of aryl chlorides, bromides, and triflates catalyzed by palladium complexes.

Technology Process of 2-Benzylaminopyridine

There total 69 articles about 2-Benzylaminopyridine 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: 100.0%

2-aminopyridine (504-29-0) + benzyl alcohol (100-51-6,185532-71-2) → N-benzylpyridin-2-amine (6935-27-9)

Guidance literature:

With dichloro-[1,3-bis(4-tert-butylbenzyl)perhydrobenzimidazol-2-ylidene](p-cymene)ruthenium(II); potassium tert-butylate; at 120 ℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1016/j.poly.2019.114234

Reference yield: 99.0%

2-chloropyridine (109-09-1) + benzylamine (100-46-9) → N-benzylpyridin-2-amine (6935-27-9)

Guidance literature:

With sodium t-butanolate; In toluene; at 100 - 110 ℃; for 24h; Inert atmosphere; Sealed vial;

DOI:10.1002/chem.200902316

Reference yield: 99.0%

2-iodopyridine (5029-67-4) + benzylamine (100-46-9) → N-benzylpyridin-2-amine (6935-27-9)

Guidance literature:

With cesium acetate; copper; In dimethyl sulfoxide; at 90 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201000708

upstream raw materials:

2-aminopyridine

benzyl formate

benzoic acid benzyl ester

formic acid

Downstream raw materials:

2-benzyliminopiperidine

Benzyl-pyridin-2-yl-dithiocarbamic acid methyl ester

Refernces

• 1、 Donthireddy,Pandey, Vipin K.,Rit, Arnab. "[(PPh3)2NiCl2]-Catalyzed C-N bond formation reaction via borrowing hydrogen strategy: Access to diverse secondary amines and quinolines". supporting information. p. 6994 - 7001. Retrieved 2021/06/09.
• 2、 Lin, Yamei,Lu, Guo-Ping,Shan, Hongbin,Wang, Pengcheng,Zhang, Kai,Zhong, Qin,Zhou, Baojing. "A Fe single atom on N,S-doped carbon catalyst for performing N-alkylation of aromatic amines under solvent-free conditions". supporting information. p. 25128 - 25135. Retrieved 2021/11/26.