1,2-Benzenediamine, N,N'-bis(2-pyridinylmethylene)-

Base Information

• Chemical Name: 1,2-Benzenediamine, N,N'-bis(2-pyridinylmethylene)-
• CAS No.: 18653-73-1
• Molecular Formula: C18H14N4
• Molecular Weight: 286.33100
• DSSTox Substance ID: DTXSID90473926
• Nikkaji Number: J1.061.565H,J3.442.428D
• Mol file: 18653-73-1.mol

Synonyms:1,2-Benzenediamine, N,N'-bis(2-pyridinylmethylene)-;18653-73-1;DTXSID90473926;N,N'-bis-[pyridin-2-ylmethylene]benzene-1,2-diamine

Chemical Property of 1,2-Benzenediamine, N,N'-bis(2-pyridinylmethylene)-

Chemical Property:

• PSA: 50.50000
• LogP: 3.97780
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 286.121846464
• Heavy Atom Count: 22
• Complexity: 343

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N=CC2=CC=CC=N2)N=CC3=CC=CC=N3

Technology Process of 1,2-Benzenediamine, N,N'-bis(2-pyridinylmethylene)-

There total 2 articles about 1,2-Benzenediamine, N,N'-bis(2-pyridinylmethylene)- 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: 97.0%

pyridine-2-carbaldehyde (1121-60-4) + 1,2-diamino-benzene (95-54-5) → 1,2-diaminophenyl-N,N'-bis-(2-pyridinecarboxaldimine) (18653-73-1)

Guidance literature:

In ethanol; at 20 ℃; Inert atmosphere;

DOI:10.5012/bkcs.2010.31.6.1699

Reference yield:

→ 1,2-diaminophenyl-N,N'-bis-(2-pyridinecarboxaldimine) (18653-73-1)

Guidance literature:

Pyridin-2-aldehyd, o-Phenylendiamin, in sd. A.;

DOI:10.1002/zaac.19673500308

Reference yield: 47.0%

tris(triphenylphosphine)ruthenium(II) chloride (15529-49-4,41756-81-4) + 1,2-diaminophenyl-N,N'-bis-(2-pyridinecarboxaldimine) (18653-73-1) + sodium perchlorate → trans-[Ru(P(C6H5)3)2(C6H4CHN2C5H4N)2](ClO4)2

Guidance literature:

In methanol; solid Ru compd. added to soln. of 1,2-bis(2'-pyridylmethyleneimino)benzene in CH3OH, molar ratio = 1:1, mixt. refluxed for 4 h, satd. soln. of NaClO4 in CH3OH added; soln. cooled and filtered, filtrate evapd., residue washed with water, dried over CaCl2, recrystd. from CH2Cl2/hexane (1/1); elem. anal.;

DOI:10.1016/j.ica.2005.03.055

upstream raw materials:

pyridine-2-carbaldehyde

1,2-diamino-benzene

Downstream raw materials:

N¹,N²-bis(pyridin-2-ylmethyl)benzene-1,2-diamine