5-Nitro-2-(4-nitrophenyl)-1H-benzimidazole

Base Information

• Chemical Name: 5-Nitro-2-(4-nitrophenyl)-1H-benzimidazole
• CAS No.: 1772-39-0
• Molecular Formula: C13H8 N4 O4
• Molecular Weight: 284.231
• Hs Code.: 2933990090
• European Community (EC) Number: 217-200-0
• NSC Number: 657186
• DSSTox Substance ID: DTXSID50170267
• Nikkaji Number: J203.174D
• Wikidata: Q83040172
• ChEMBL ID: CHEMBL1483847
• Mol file: 1772-39-0.mol

Synonyms:1772-39-0;5-Nitro-2-(4-nitrophenyl)-1H-benzimidazole;5-Nitro-2-(4-nitro-phenyl)-1H-benzoimidazole;6-nitro-2-(4-nitrophenyl)-1H-benzimidazole;6-Nitro-2-(4-nitrophenyl)-1H-benzo[d]imidazole;NSC-657186;MLS000558627;CHEMBL1483847;EINECS 217-200-0;SMR000175912;1H-Benzimidazole, 6-nitro-2-(4-nitrophenyl)-;NSC657186;5-Nitro-2-(4-nitrophenyl)-1H-benzoimidazole;Oprea1_467239;cid_74495;MMP2-IN-2;SCHEMBL5566191;BDBM50950;DTXSID50170267;HMS2346N23;BDBM50541104;MFCD00406189;AKOS000642682;2-(4-nitrophenyl)-6-nitrobenzimidazole;2-(p-nitrophenyl)-5-nitrobenzimidazole;6-nitro-2-(p-nitrophenyl)benzimidazole;NCGC00245494-01;NCI60_019807;HY-147745;AB00080421-01

Chemical Property of 5-Nitro-2-(4-nitrophenyl)-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 8.54E-13mmHg at 25°C
• Boiling Point: 565.2°Cat760mmHg
• Flash Point: 295.6°C
• PSA: 120.32000
• Density: 1.544g/cm³
• LogP: 4.09270
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 284.05455475
• Heavy Atom Count: 21
• Complexity: 413

Purity/Quality:

98%Min ^*data from raw suppliers

5-NITRO-2-(4-NITROPHENYL)-1H-BENZOIMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC3=C(N2)C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 5-Nitro-2-(4-nitrophenyl)-1H-benzimidazole

There total 18 articles about 5-Nitro-2-(4-nitrophenyl)-1H-benzimidazole 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: 98.0%

4-nitrobenzaldehdye (555-16-8) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 5-nitro-2-(4-nitrophenyl)-1H-benzimidazole (1772-39-0)

Guidance literature:

With MCM-41-SO₃H mesoporous nanoparticles; In water; at 20 ℃; for 0.0833333h; chemoselective reaction;

DOI:10.1515/hc-2011-0056

Reference yield: 90.0%

4-nitrobenzaldehdye (555-16-8) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 6-nitro-2-(4-nitrophenyl)-1H-benzo[d]imidazole (1772-39-0)

Guidance literature:

With acetic acid; In water; at 50 ℃; for 0.5h; chemoselective reaction; Green chemistry;

DOI:10.1016/j.tet.2013.06.045

Reference yield: 76.0%

sodium hydroxy(4-nitrophenyl)methanesulfonate (41468-11-5) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 5-nitro-2-(4-nitrophenyl)-1H-benzimidazole (1772-39-0)

Guidance literature:

In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1007/s00044-012-0375-5

upstream raw materials:

2-(4-nitrophenyl)benzimidazole

4-nitrobenzaldehdye

4-Nitrophenylene-1,2-diamine

3-(4-nitrophenyl)isoxazol-5(4H)-one

Downstream raw materials:

6-amino-2-(4'-aminophenyl)-benzimidazole

1-methyl-5-nitro-2-(4-nitrophenyl)-1H-benzo[d]imidazole

N,N'-Bis<2-(4-trifluoroacetamidophenyl)benzimidazol-5-yl>terephthaloyl diamide

N,N'-Bis<2-(4-aminophenyl)benzimidazol-5-yl>terephthaloyl diamide

Refernces

• 1、 Kalhor, Mehdi,Rezaee-Baroonaghi, Fahimeh,Dadras, Akbar,Zarnegar, Zohre. "Synthesis of new TCH/Ni-based nanocomposite supported on SBA-15 and its catalytic application for preparation of benzimidazole and perimidine derivatives". . . Retrieved 2019/03/21.
• 2、 Shamsi-Sani, Mahnaz,Shirini, Farhad,Abedini, Masoumeh,Seddighi, Mohadeseh. "Synthesis of benzimidazole and quinoxaline derivatives using reusable sulfonated rice husk ash (RHA-SO3H) as a green and efficient solid acid catalyst". . p. 1091 - 1099. Retrieved 2016/04/26.