[2,2'-Bipyridin]-6-amine

Base Information

• Chemical Name: [2,2'-Bipyridin]-6-amine
• CAS No.: 178039-84-4
• Molecular Formula: C10H9N3
• Molecular Weight: 171.202
• DSSTox Substance ID: DTXSID00566171
• Nikkaji Number: J732.597E
• Wikidata: Q82451656
• Mol file: 178039-84-4.mol

Synonyms:[2,2'-Bipyridin]-6-amine;178039-84-4;6-AMINO-2,2'-BIPYRIDINE;6-pyridin-2-ylpyridin-2-amine;6-AMINO-2,2/'-BIPYRIDINE;MFCD01646269;2,2'-bipyridin-6-amine;SCHEMBL489080;DTXSID00566171;FXVYZSKRRVSINZ-UHFFFAOYSA-N;6-Amine-2 pound not2'-bipyridin;AMY18773;AKOS011636192;CS-W018459;DS-11877;SY352301;C73383;[2,2 inverted exclamation mark -Bipyridin]-6-amine;J-400769

Chemical Property of [2,2'-Bipyridin]-6-amine

Chemical Property:

• Boiling Point: 364.688 °C at 760 mmHg
• Flash Point: 201.892 °C
• PSA: 51.80000
• Density: 1.193 g/cm³
• LogP: 2.30700
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.079647300
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

[2,2'-Bipyridin]-6-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=NC(=CC=C2)N

Technology Process of [2,2'-Bipyridin]-6-amine

There total 10 articles about [2,2'-Bipyridin]-6-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: 95.0%

2,2'-bipyridyl N-oxide (33421-43-1) → 6-amino-2-2’-pyridylbipyridine (178039-84-4)

Guidance literature:

2,2'-bipyridyl N-oxide; With tert-butylamine; p-toluenesulfonyl chloride; In chloroform; at 5 ℃; for 2h;

With trifluoroacetic acid; In chloroform; at 5 - 65 ℃; for 20h;

DOI:10.1021/acs.orglett.9b00832

Reference yield: 85.0%

2-bromo-6-(pyridin-2-yl)pyridine (10495-73-5) → 6-amino-2-2’-pyridylbipyridine (178039-84-4)

Guidance literature:

With copper(I) oxide; ammonia; In ethylene glycol; at 110 ℃; for 24h; under 7600.51 Torr;

Reference yield: 72.0%

6-azido-2,2′-bipyridine → 6-amino-2-2’-pyridylbipyridine (178039-84-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; under 760.051 Torr; Inert atmosphere;

DOI:10.1002/chem.201404367

upstream raw materials:

2-bromo-6-(pyridin-2-yl)pyridine

6-Chloro-[2,2']bipyridinyl

phenol

2,2'-bipyridyl N-oxide

Downstream raw materials:

[(6-amino-2,2'-bipyridine)(acetonitrile)platinum(II)methyl][B(3,5-(CF₃)2C₆H₃)4]

Refernces

• 1、 Haviv, Eynat,Azaiza-Dabbah, Dima,Carmieli, Raanan,Avram, Liat,Martin, Jan M.L.,Neumann, Ronny. "A Thiourea Tether in the Second Coordination Sphere as a Binding Site for CO2 and a Proton Donor Promotes the Electrochemical Reduction of CO2 to CO Catalyzed by a Rhenium Bipyridine-Type Complex". . p. 12451 - 12456. Retrieved 2018.
• 2、 Homberg, Leonard,Roller, Alexander,Hultzsch, Kai C.. "A Highly Active PN3 Manganese Pincer Complex Performing N-Alkylation of Amines under Mild Conditions". supporting information. . Retrieved 2019/05/07.