2-(4-Nitrophenyl)imidazo[1,2-a]pyridine

Base Information

• Chemical Name: 2-(4-Nitrophenyl)imidazo[1,2-a]pyridine
• CAS No.: 3323-26-0
• Molecular Formula: C13H9N3O2
• Molecular Weight: 239.233
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90186882
• Nikkaji Number: J40.970G
• Wikidata: Q72495503
• ChEMBL ID: CHEMBL1868594
• Mol file: 3323-26-0.mol

Synonyms:2-(4-Nitrophenyl)imidazo[1,2-a]pyridine;3323-26-0;2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine;Imidazo(1,2-a)pyridine, 2-(p-nitrophenyl)-;BRN 0223447;2-(p-Nitrophenyl)imidazo(1,2-a)pyridine;5311-58-0;5-23-08-00470 (Beilstein Handbook Reference);2-(p-nitrophenyl)imidazo[1,2-a]pyridine;2-(4-NITRO-PHENYL)-IMIDAZO(1,2-A)PYRIDINE;Maybridge1_006126;Imidazo[1,2-a]pyridine, 2-(4-nitrophenyl)-;Cambridge id 5311580;Oprea1_338912;Oprea1_707415;MLS001143845;SCHEMBL1661155;CHEMBL1868594;HMS558O10;DTXSID90186882;HMS2782I23;MFCD00276341;STK385045;AKOS000416976;LS-80307;SMR000473284;A5931;AM20051077;CS-0206610;2-(4-Nitrophenyl)imidazo[1,2-a]pyridine #;EN300-43418;4T-0605;AF-963/00528039;Z56821391

Chemical Property of 2-(4-Nitrophenyl)imidazo[1,2-a]pyridine

Chemical Property:

• Refractive Index: 1.686
• PSA: 63.12000
• Density: 1.34 g/cm³
• LogP: 3.43270
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.069476538
• Heavy Atom Count: 18
• Complexity: 310

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Nitrophenyl)imidazo[1,2-a]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC(=CN2C=C1)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 2-(4-Nitrophenyl)imidazo[1,2-a]pyridine

There total 18 articles about 2-(4-Nitrophenyl)imidazo[1,2-a]pyridine 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: 99.0%

2-aminopyridine (504-29-0) + 4-Nitrophenacyl bromide (99-81-0) → 2-(4-nitrophenyl)imidazo[1,2-a]pyridine (3323-26-0)

Guidance literature:

In neat (no solvent); at 25 - 30 ℃; Milling; Green chemistry;

DOI:10.1002/jhet.4164

Reference yield: 90.0%

2-aminopyridine (504-29-0) + nitromethane (75-52-5) + 4-nitrobenzaldehdye (555-16-8) → 2-(4-nitrophenyl)imidazo[1,2-a]pyridine (3323-26-0)

Guidance literature:

With polyethylen glycol PEG-400; for 8h; Green chemistry;

DOI:10.14233/ajchem.2016.20061

Reference yield: 87.0%

→ 2-(4-nitrophenyl)imidazo[1,2-a]pyridine (3323-26-0)

Guidance literature:

With dmap; iodine; at 20 ℃; for 2.5h; Sealed tube;

upstream raw materials:

2-aminopyridine

4-Nitrophenacyl bromide

(4-nitrophenyl)ethanone

imidazo[1,2-a]pyridin-2-yl trifluoromethanesulfonate

Downstream raw materials:

2-(4-aminophenyl)imidazo<1,2-a>pyridine

4-(5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-2-yl)phenylamine

2-(4'-nitrophenyl)-3-nitrosoimidazo[1,2-a]pyridine

3-bromo-2-(4'-nitrophenyl)imidazo[1,2-a]pyridine

Refernces

• 1、 Godugu, Kumar,Nallagondu, Chinna Gangi Reddy. "Solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines by grindstone chemistry". . p. 250 - 259. Retrieved 2020/10/23.
• 2、 Rodríguez, Juan C.,Maldonado, Rony A.,Ramírez-García, Gonzalo,Díaz Cervantes, Erik,de la Cruz, Fabiola N.. "Microwave-assisted synthesis and luminescent activity of imidazo[1,2-a]pyridine derivatives". supporting information. p. 2279 - 2287. Retrieved 2020/03/16.