1-Benzyl-4-(dichloromethyl)-5-nitro-1H-imidazole

Base Information

• Chemical Name: 1-Benzyl-4-(dichloromethyl)-5-nitro-1H-imidazole
• CAS No.: 434326-06-4
• Molecular Formula: C11H9Cl2N3O2
• Molecular Weight: 286.11406
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID50464153
• Nikkaji Number: J1.690.736G
• Wikidata: Q82289361
• Mol file: 434326-06-4.mol

Synonyms:1-Benzyl-4-(dichloromethyl)-5-nitro-1H-imidazole;434326-06-4;1-benzyl-4-(dichloromethyl)-5-nitroimidazole;DTXSID50464153;AKOS015963630

Chemical Property of 1-Benzyl-4-(dichloromethyl)-5-nitro-1H-imidazole

Chemical Property:

• PSA: 63.64000
• LogP: 3.83900
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 285.0071819
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

95+% ^*data from raw suppliers

1-Benzyl-4-(dichloromethyl)-5-nitro-1H-imidazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=NC(=C2[N+](=O)[O-])C(Cl)Cl

Technology Process of 1-Benzyl-4-(dichloromethyl)-5-nitro-1H-imidazole

There total 2 articles about 1-Benzyl-4-(dichloromethyl)-5-nitro-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: 72.0%

chloroform (67-66-3,8013-54-5) + 1-benzyl-5-nitroimidazole (159790-78-0) → 1-benzyl-4-dichloromethyl-5-nitroimidazole (434326-06-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(02)00053-9

Reference yield:

benzyl chloride (100-44-7) → 1-benzyl-4-dichloromethyl-5-nitroimidazole (434326-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / dimethylformamide / 4 h / 75 °C

2: 72 percent / t-BuOK / dimethylformamide; tetrahydrofuran / 0.17 h / -78 °C

With potassium tert-butylate; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00053-9

Reference yield:

1-benzyl-4-dichloromethyl-5-nitroimidazole (434326-06-4) → 5-nitro-1-(phenylmethyl)-1H-imidazole-4-carboxaldehyde (87471-10-1)

Guidance literature:

With formic acid; at 115 ℃; for 18h;

DOI:10.1016/S0040-4039(02)00053-9

upstream raw materials:

chloroform

1-benzyl-5-nitroimidazole

benzyl chloride

Downstream raw materials:

5-nitro-1-(phenylmethyl)-1H-imidazole-4-carboxaldehyde

2-amino-1-[5-amino-1-(phenylmethyl)-1H-imidazol-4-yl]ethanone dihydrochloride

2-nitro-1-(1-benzyl-5-nitro-1H-imidazol-4-yl)ethanone

5-nitro-1-(phenylmethyl)-1H-imidazole-4-carboxylic acid