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

Base Information

• Chemical Name: 2-(4-nitrophenyl)-1H-benzimidazole
• CAS No.: 729-13-5
• Molecular Formula: C13H9N3O2
• Molecular Weight: 239.233
• DSSTox Substance ID: DTXSID60395505
• Nikkaji Number: J676.421E
• ChEMBL ID: CHEMBL473361
• Mol file: 729-13-5.mol

Synonyms:2-(4-nitrophenyl)-1H-benzimidazole;729-13-5;2-(4-NITROPHENYL)-1H-BENZOIMIDAZOLE;CHEMBL473361;2-(4-NITROPHENYL)-1H-1,3-BENZODIAZOLE;2-(4-nitrophenyl)benzimidazole;2-(4-NITRO-PHENYL)-1H-BENZOIMIDAZOLE;SCHEMBL5010434;DTXSID60395505;BDBM50541103;MFCD00225481;STK395204;AKOS001584749;2-(4-nitrophenyl)-1H-benzo[d]imidazole;LS-07228;2-(4-nitrophenyl)-1H-1,3-benzimidazole;CS-0212933;SR-01000389399;SR-01000389399-1

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

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.069476538
• Heavy Atom Count: 18
• Complexity: 310

Purity/Quality:

95% ^*data from raw suppliers

2-(4-Nitrophenyl)-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)C3=CC=C(C=C3)[N+](=O)[O-]

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

There total 99 articles about 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: 99.0%

4-nitrobenzaldehdye (555-16-8) + 1,2-diamino-benzene (95-54-5) → 2-(4-nitrophenyl)benzimidazole (729-13-5)

Guidance literature:

With C₁₂H₂₄KO₆⁽¹⁺⁾*Cl₄Fe^(1-); In ethanol; at 20 ℃; for 2h;

DOI:10.1039/c6ra21947k

Reference yield: 98.0%

4-nitrobenzyl chloride (619-73-8) + 1,2-diamino-benzene (95-54-5) → 2-(4-nitrophenyl)benzimidazole (729-13-5)

Guidance literature:

With air; Fe₃O₄ fabricated ZnO doped WO₃ nanoparticle; In ethanol; at 20 ℃; for 2.5h; Irradiation; Green chemistry;

DOI:10.1039/d0ra08403d

Reference yield: 98.0%

4-nitro-benzoyl chloride (122-04-3) + 1,2-diamino-benzene (95-54-5) → 2-(4-nitrophenyl)benzimidazole (729-13-5)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,4-dioxane; Heating;

DOI:10.1016/j.tetlet.2004.03.117

upstream raw materials:

N-(2-aminophenyl)-4-nitrobenzamide

4-nitro-N-[2-[(4-nitrobenzoyl)amino]phenyl]benzamide

N-(4-nitrobenzylidene)-benzene-1,2-diamine

bis-(4-nitro-benzylidene)-o-phenylenediamine

Downstream raw materials:

1,3-dimethyl-2-(4-nitrophenyl)-1H-benzimidazol-3-ium iodide

4-(1H-benzimidazol-2-yl)aniline

1-methyl-2-(4-nitrophenyl)-1H-benzimidazole

[2-(4-nitrophenyl)benzimidazol-1-yl]pyridin-3-ylmethanone

Refernces

• 1、 Kalhor, Mehdi,Zarnegar, Zohre. "1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles". . p. 519 - 540. Retrieved 2021/12/03.
• 2、 Kaliyan, Prabakaran,Selvaraj, Loganathan,Muthu, Seenivasa Perumal. "Water extract of onion catalyst: An economical green route for the synthesis of 2-substituted and 1,2-disubstituted benzimidazole derivatives with high selectivity". supporting information. p. 340 - 349. Retrieved 2020/12/01.