1-(3-nitrophenyl)-1H-imidazole

Base Information

• Chemical Name: 1-(3-nitrophenyl)-1H-imidazole
• CAS No.: 23309-09-3
• Molecular Formula: C9H7N3O2
• Molecular Weight: 189.173
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID40355889
• Nikkaji Number: J1.368.960A
• Wikidata: Q82134966
• ChEMBL ID: CHEMBL4588776
• Mol file: 23309-09-3.mol

Synonyms:1-(3-nitrophenyl)-1H-imidazole;23309-09-3;1-(3-Nitro-phenyl)-1H-imidazole;1-(3-nitrophenyl)imidazole;3-(1-imidazolyl)nitrobenzene;SCHEMBL2627217;CHEMBL4588776;DTXSID40355889;NUIYHMRBFZOEES-UHFFFAOYSA-N;YAA30909;MFCD01795847;AKOS003392956;AS-5532;CS-0450186

Chemical Property of 1-(3-nitrophenyl)-1H-imidazole

Chemical Property:

• Melting Point: 93-94 °C
• Boiling Point: 365.2±25.0 °C(Predicted)
• PKA: 5.07±0.10(Predicted)
• PSA: 63.64000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 2.30370
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.053826475
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

1-(3-Nitro-phenyl)-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])N2C=CN=C2

Technology Process of 1-(3-nitrophenyl)-1H-imidazole

There total 12 articles about 1-(3-nitrophenyl)-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: 97.0%

1H-imidazole (288-32-4) + m-iodonitrobenzene (645-00-1) → 1-(3-nitrophenyl)-1H-imidazole (23309-09-3)

Guidance literature:

With caesium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 80 ℃; for 24h;

DOI:10.1021/jo0712291

Reference yield: 95.0%

1H-imidazole (288-32-4) + m-nitrobenzene boronic acid (13331-27-6) → 1-(3-nitrophenyl)-1H-imidazole (23309-09-3)

Guidance literature:

With polystrene supported copper furfural catalyst; In methanol; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.molcata.2014.02.007

Reference yield: 93.0%

NH-pyrazole (288-13-1) + m-nitrobromobenzene (585-79-5) → 1-(3-nitrophenyl)-1H-imidazole (23309-09-3)

Guidance literature:

With 0.21C₁₄H₈Cl₂CuN₂O₄^(2-)*2.79C₈H₅NO₄^(2-)*Zn₄O⁽⁶⁺⁾; caesium carbonate; In dimethyl sulfoxide; at 90 ℃; for 20h; Catalytic behavior; Inert atmosphere;

DOI:10.1002/cctc.201400056

upstream raw materials:

1H-imidazole

3-fluoro-1-nitrobenzene

m-nitrobromobenzene

m-iodonitrobenzene

Downstream raw materials:

3-(1H-imidazol-1-yl)aniline

N-<3-(1H-imidazol-1-yl)phenyl>-4-(2-pyridinyl)-2-pyrimidinamine