Bis((3-pyridyl)methyl)amine

Base Information

• Chemical Name: Bis((3-pyridyl)methyl)amine
• CAS No.: 1656-94-6
• Molecular Formula: C12H13N3
• Molecular Weight: 199.255
• Hs Code.: 2933399090
• European Community (EC) Number: 216-753-5
• NSC Number: 86140
• DSSTox Substance ID: DTXSID50167990
• Nikkaji Number: J85.685A
• Wikidata: Q83037505
• ChEMBL ID: CHEMBL1533033
• Mol file: 1656-94-6.mol

Synonyms:1656-94-6;bis(pyridin-3-ylmethyl)amine;3,3'-Dipicolylamine;Bis((3-pyridyl)methyl)amine;bis(3-pyridylmethyl)amine;3,3'-(Iminodimethylene)dipyridine;1-pyridin-3-yl-N-(pyridin-3-ylmethyl)methanamine;Pyridine, 3,3'-(iminodimethylene)di-;3-Pyridinemethanamine, N-(3-pyridinylmethyl)-;NSC86140;Bis[(3-pyridyl)methyl]amine;N,N-bis(pyridin-3-ylmethyl)amine;EINECS 216-753-5;NSC 86140;BRN 0162467;NSC-86140;Bis-pyridin-3-ylmethyl-amine;5-22-09-00321 (Beilstein Handbook Reference);bis(3-pyridylmethyl) amine;3,3-DIPICOLYLAMINE;NCIStruc1_000139;NCIStruc2_000137;SCHEMBL2861457;bis[(pyridin-3-yl)methyl]amine;CHEMBL1533033;FEBQXMFOLRVSGC-UHFFFAOYSA-;DTXSID50167990;alpha,alpha'-Iminodi(3-picoline);HMS1704O20;Pyridine,3'-(iminodimethylene)di-;NCI86140;STR04757;CCG-36273;MFCD00038043;NCGC00013903;STK500585;AKOS000302502;SB53047;NCGC00013903-02;NCGC00097012-01;NCI60_041905;LS-131648;BB 0220064;D1199;FT-0753680;N-(3-Pyridinylmethyl)-3-pyridinemethanamine;3-Pyridinyl-N-(3-pyridinylmethyl)methanamine;pyridin-3-yl-N-(pyridin-3-ylmethyl)methanamine;T70390;3-Pyridinyl-N-(3-pyridinylmethyl)methanamine #;A882378;AG-390/25100010;1-(pyridin-3-yl)-N-(pyridin-3-ylmethyl)methanamine;3-Pyridinyl-N-(3-pyridinylmethyl)methanamine, AldrichCPR

Chemical Property of Bis((3-pyridyl)methyl)amine

Chemical Property:

• Vapor Pressure: 2.98E-05mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 356.2 °C at 760 mmHg
• PKA: 6.47±0.20(Predicted)
• Flash Point: 169.2 °C
• PSA: 37.81000
• Density: 1.118 g/cm³
• LogP: 2.15730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 199.110947427
• Heavy Atom Count: 15
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bis(3-pyridylmethyl)amine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)CNCC2=CN=CC=C2

Technology Process of Bis((3-pyridyl)methyl)amine

There total 13 articles about Bis((3-pyridyl)methyl)amine 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: 90.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) → bis(pyridin-3-ylmethyl)amine (1656-94-6)

Guidance literature:

With sodium tetrahydroborate; La_0.5Ca_0.5CoO₃; In methanol; at 40 ℃; for 0.5h; under 760.051 Torr; chemoselective reaction;

DOI:10.4067/S0717-97072017000100005

Reference yield: 75.0%

3-Aminomethylpyridine (3731-52-0) → bis(pyridin-3-ylmethyl)amine (1656-94-6)

Guidance literature:

With 5 % Pd/TiO₂; at 30 ℃; for 30h; Inert atmosphere; UV-irradiation;

DOI:10.1021/acs.orglett.8b03271

Reference yield: 56.0%

3-Aminomethylpyridine (3731-52-0) + 3-Phenylpropan-1-amine (2038-57-5) → bis(pyridin-3-ylmethyl)amine (1656-94-6) + N-(3-phenylpropyl)-3-pyridinemethanamine (183609-21-4)

Guidance literature:

With 1-(3-amino-2,4-dihydroxyphenyl)-1-ethanone; In methanol; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere; Electrochemical reaction;

DOI:10.1021/ol802885b

upstream raw materials:

pyridine-3-carbonitrile

1,4-dioxane

ethanol

methanol

Refernces

• 1、 García, Juventino J.,Pérez-Lezama, Nora,Arévalo, Alma. "Hydrogenation of heteroaromatic nitriles and aromatic dinitriles by heterogeneous or homogeneous ruthenium catalysts derived from [Ru3(CO)12]". . p. 55 - 58. Retrieved 2017/05/05.
• 2、 Kim, Insu,Itagaki, Shintaro,Jin, Xiongjie,Yamaguchi, Kazuya,Mizuno, Noritaka. "Heterogeneously catalyzed self-condensation of primary amines to secondary amines by supported copper catalysts". . p. 2397 - 2403. Retrieved 2013/09/02.