2-(4-nitrophenyl)-4,5-dihydro-1H-imidazole

Base Information

• Chemical Name: 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazole
• CAS No.: 61033-70-3
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.189
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID70359552
• Nikkaji Number: J1.740.318D
• Wikidata: Q82140806
• ChEMBL ID: CHEMBL456894
• Mol file: 61033-70-3.mol

Synonyms:2-(4-nitrophenyl)-4,5-dihydro-1H-imidazole;61033-70-3;4,5-Dihydro-2-(4-nitrophenyl)-1H-imidazole;CHEMBL456894;SCHEMBL771657;DTXSID70359552;BDBM50266031;STK367846;AKOS005444783;BS-44387;F76347

Chemical Property of 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazole

Chemical Property:

• Melting Point: 235-237 °C
• Boiling Point: 342.8±44.0 °C(Predicted)
• PKA: 9.08±0.40(Predicted)
• PSA: 70.21000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 1.23220
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.069476538
• Heavy Atom Count: 14
• Complexity: 251

Purity/Quality:

NLT 98% ^*data from raw suppliers

4,5-Dihydro-2-(4-nitrophenyl)-1H-imidazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(N1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazole

There total 17 articles about 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazole 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%

4-nitrobenzaldehdye (555-16-8) + ethylenediamine (107-15-3,85404-18-8) → 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazoline (61033-70-3)

Guidance literature:

With iodine; potassium carbonate; In tert-butyl alcohol; at 70 ℃; for 3h;

DOI:10.1016/j.tet.2006.11.077

Reference yield: 98.0%

3-(4-methoxyphenyl)-1-methyl-2-(4-nitrophenyl)-4,5-dihydroimidazolium iodide → 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazoline (61033-70-3)

Guidance literature:

With ethylenediamine; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1081/SCC-120003644

Reference yield: 95.0%

ethylenediamine (107-15-3,85404-18-8) + 4-nitrobenzonitrile (619-72-7) → 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazoline (61033-70-3)

Guidance literature:

With [Ru(CO)(pyridoxal thiosemicarbazone hydrochloride)(AsPh₃)₂]; In neat (no solvent); at 80 ℃; for 3h; Catalytic behavior;

DOI:10.1016/j.molcata.2014.12.017

upstream raw materials:

1-nitroso-2-phenyl-4,5-dihydro-1H-imidazole

2-(4-Nitro-phenyl)-1-nitroso-4,5-dihydro-1H-imidazole

ethylenediamine

4-nitro-benzoic acid

Downstream raw materials:

2-(4-nitrophenyl)imidazole

4-nitrobenzaldehdye

Refernces

• 1、 Vasilevsky, Sergei F.,Davydova, Maria P.,Mamatyuk, Victor I.,Tsvetkov, Nikolay,Hughes, Audrey,Baranov, Denis S.,Alabugin, Igor V.. "Full Cleavage of C≡C Bond in Electron-Deficient Alkynes via Reaction with Ethylenediamine". . p. 421 - 429. Retrieved 2017/04/07.
• 2、 Dezfoolinezhad, Elham,Ghodrati, Keivan,Badri, Rashid. "Fe3O4@SiO2@polyionene/Br3- core-shell-shell magnetic nanoparticles: A novel catalyst for the synthesis of imidazole derivatives under solvent-free conditions". . p. 4575 - 4587. Retrieved 2016/06/09.