2,2'-Diamino-4,4'-bipyridine

Base Information

• Chemical Name: 2,2'-Diamino-4,4'-bipyridine
• CAS No.: 189000-91-7
• Molecular Formula: C₁₀H₁₀N₄
• Molecular Weight: 186.216
• DSSTox Substance ID: DTXSID40443371
• Nikkaji Number: J854.467K
• Wikidata: Q82261137
• Mol file: 189000-91-7.mol

Synonyms:189000-91-7;2,2'-DIAMINO-4,4'-BIPYRIDINE;4-(2-aminopyridin-4-yl)pyridin-2-amine;[4,4'-Bipyridine]-2,2'-diamine;SCHEMBL4402187;YSZC1990;DTXSID40443371;4,4'-Bipyridine-2,2'-diamine

Chemical Property of 2,2'-Diamino-4,4'-bipyridine

Chemical Property:

• Melting Point: 289-290 °C
• Boiling Point: 437.0±45.0 °C(Predicted)
• Density: 1.277±0.06 g/cm3(Predicted)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 186.090546336
• Heavy Atom Count: 14
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

[4,?4''-?Bipyridine]?-?2,?2''-?diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CN=C(C=C1C2=CC(=NC=C2)N)N
• Uses: [4,?4''-?Bipyridine]?-?2,?2''-?diamine is used in the design and synthesis of a new series of c-?Jun N-?terminal kinase-?3 (JNK3) inhibitors.

Technology Process of 2,2'-Diamino-4,4'-bipyridine

There total 1 articles about 2,2'-Diamino-4,4'-bipyridine 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: 91.0%

4,4'-bipyridine (553-26-4) → 2,2'-diamino-4,4'-bipyridine (189000-91-7)

Guidance literature:

With sodium amide; In various solvent(s); for 48h; Heating;

DOI:10.1021/jo962236k

Reference yield: 40.0%

iodobenzene (591-50-4) + 2,2'-diamino-4,4'-bipyridine (189000-91-7) → N-phenyl-4,4'-bipyridine-2,2'-diamine (712268-41-2)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate;

DOI:10.1016/j.bmcl.2005.11.039

Reference yield:

2,2'-diamino-4,4'-bipyridine (189000-91-7) → N-(2'-anilino-4,4'-bipyridin-2-yl)-2-furamide

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / Pd₂dba3dppf; tBuONa

2: pyridine / CH₂Cl₂

With pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; In dichloromethane;

DOI:10.1016/j.bmcl.2005.11.039

upstream raw materials:

4,4'-bipyridine

Downstream raw materials:

N-phenyl-4,4'-bipyridine-2,2'-diamine

1-acetyl-N-(2'-anilino-4,4'-bipyridin-2-yl)piperidine-4-carboxamide