4-(3-Nitrophenyl)-2,6-dipyridin-2-ylpyridine

Base Information

• Chemical Name: 4-(3-Nitrophenyl)-2,6-dipyridin-2-ylpyridine
• CAS No.: 129077-50-5
• Molecular Formula: C21H14N4O2
• Molecular Weight: 354.368
• DSSTox Substance ID: DTXSID10514486
• Nikkaji Number: J1.667.601B
• Wikidata: Q82374844
• Mol file: 129077-50-5.mol

Synonyms:129077-50-5;SCHEMBL8755737;DTXSID10514486;2~4~-(3-Nitrophenyl)-1~2~,2~2~:2~6~,3~2~-terpyridine

Chemical Property of 4-(3-Nitrophenyl)-2,6-dipyridin-2-ylpyridine

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 354.11167570
• Heavy Atom Count: 27
• Complexity: 471

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC(=CC(=N2)C3=CC=CC=N3)C4=CC(=CC=C4)[N+](=O)[O-]

Technology Process of 4-(3-Nitrophenyl)-2,6-dipyridin-2-ylpyridine

There total 2 articles about 4-(3-Nitrophenyl)-2,6-dipyridin-2-ylpyridine 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: 87.0%

2-acetylpyridine (1122-62-9) + 3-nitro-benzaldehyde (99-61-6) → 4′-(3-nitrophenyl)-2,2′:6′,2″-terpyridine (129077-50-5)

Guidance literature:

With ammonium acetate; In water; at 130 ℃; for 0.366667h; microwave irradiation;

DOI:10.1016/j.tet.2006.10.069

Reference yield: 56.0%

(E)-3-(3-nitrophenyl)-1-(pyridin-2-yl)prop-2-en-1-one (16232-04-5,92905-89-0) + 1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide (26482-00-8) → 4′-(3-nitrophenyl)-2,2′:6′,2″-terpyridine (129077-50-5)

Guidance literature:

With ammonium acetate; In acetic acid; for 24h; Heating;

DOI:10.1002/hlca.19930760323

Reference yield: 89.0%

4′-(3-nitrophenyl)-2,2′:6′,2″-terpyridine (129077-50-5) → 4'-(3'''-Nitrophenyl)-2,2':6',2''-terpyridine N,N''-dioxide (129077-53-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1002/hlca.19930760323

upstream raw materials:

(E)-3-(3-nitrophenyl)-1-(pyridin-2-yl)prop-2-en-1-one

1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide

2-acetylpyridine

3-nitro-benzaldehyde

Downstream raw materials:

4'-(3'''-Nitrophenyl)-2,2':6',2''-terpyridine N,N''-dioxide

4'-(3'''-aminophenyl)-2,2':6,2''-terpyridine

1-(3,5-di-tert-butyl-phenyl)-3-(3-[2,2';6',2'']terpyridin-4'-yl-phenyl)-urea

4'-(3'''-Nitrophenyl)-2,2':6',2''-terpyridine-6,6''-dicarbonitrile

Refernces

• 1、 Tu, Shujiang,Jia, Runhong,Jiang, Bo,Zhang, Junyong,Zhang, Yan,Yao, Changsheng,Ji, Shunjun. "Kr?hnke reaction in aqueous media: one-pot clean synthesis of 4′-aryl-2,2′:6′,2″-terpyridines". . p. 381 - 388. Retrieved 2007/10/03.