2-(4,5-Dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole

Base Information

• Chemical Name: 2-(4,5-Dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole
• CAS No.: 329082-06-6
• Molecular Formula: C₁₅H₁₃N₃O₄
• Molecular Weight: 299.286
• DSSTox Substance ID: DTXSID001236975
• Mol file: 329082-06-6.mol

Synonyms:2-(4,5-Dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole;329082-06-6;2-(4,5-dimethoxy-2-nitrophenyl)-1H-benzimidazole;ZINC00032149;Cambridge id 7000280;Oprea1_825942;DTXSID001236975;STK734178;AKOS003272436;CS-0332972;SR-01000452564;SR-01000452564-1

Chemical Property of 2-(4,5-Dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 299.09060590
• Heavy Atom Count: 22
• Complexity: 403

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C2=NC3=CC=CC=C3N2)[N+](=O)[O-])OC

Technology Process of 2-(4,5-Dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole

There total 2 articles about 2-(4,5-Dimethoxy-2-nitrophenyl)-1H-benzo[d]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: 86.0%

6-nitroveratraldehyde (20357-25-9) + 1,2-diamino-benzene (95-54-5) → 2-(4,5-dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole (329082-06-6)

Guidance literature:

With Oxone; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1080/00397910701489453

Reference yield: 85.0%

2-(3,4-dimethoxyphenyl)-1H-benzo[d]imidazole (2620-85-1) → 2-(4,5-dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole (329082-06-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; palladium diacetate; In acetonitrile; at 80 ℃; for 3h; regioselective reaction;

DOI:10.1039/c9ob02533b

Reference yield: 96.0%

2-(4,5-dimethoxy-2-nitrophenyl)-1H-benzo[d]imidazole (329082-06-6) → 2-(1H-benzimidazol-2-yl)-4,5-dimethoxyphenylamine (384815-46-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; under 1551.49 Torr;

DOI:10.1080/00397910701489453

upstream raw materials:

6-nitroveratraldehyde

1,2-diamino-benzene

2-(3,4-dimethoxyphenyl)-1H-benzo[d]imidazole

Downstream raw materials:

2-(1H-benzimidazol-2-yl)-4,5-dimethoxyphenylamine