1-Benzyl-4-nitro-1H-imidazole-5-carbaldehyde

Base Information

• Chemical Name: 1-Benzyl-4-nitro-1H-imidazole-5-carbaldehyde
• CAS No.: 154927-05-6
• Molecular Formula: C11H9 N3 O3
• Molecular Weight: 231.21
• DSSTox Substance ID: DTXSID90450136
• Nikkaji Number: J1.297.338A
• Wikidata: Q82269722
• Mol file: 154927-05-6.mol

Synonyms:154927-05-6;4-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-5-CARBOXALDEHYDE;1-BENZYL-4-NITRO-1H-IMIDAZOLE-5-CARBALDEHYDE;3-BENZYL-5-NITROIMIDAZOLE-4-CARBALDEHYDE;4-Nitro-1-(phenylmehtyl)-1H-imidazole-5-carboxaldehyde;DTXSID90450136;AKOS015961293;AB24974;1-benzyl-4-nitroimidazole-5-carbaldehyde;AC-13578;4-Nitro-1-benzyl-1H-imidazole-5-carbaldehyde;A806413

Chemical Property of 1-Benzyl-4-nitro-1H-imidazole-5-carbaldehyde

Chemical Property:

• Boiling Point: 475.2°Cat760mmHg
• Flash Point: 241.2°C
• PSA: 80.71000
• Density: 1.35g/cm³
• LogP: 2.17530
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 231.06439116
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=NC(=C2C=O)[N+](=O)[O-]

Technology Process of 1-Benzyl-4-nitro-1H-imidazole-5-carbaldehyde

There total 3 articles about 1-Benzyl-4-nitro-1H-imidazole-5-carbaldehyde 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: 90.0%

1-benzyl-5-dichloromethyl-4-nitro-1H-imidazole (122947-94-8) → 3-benzyl-5-nitro-3H-imidazole-4-carbaldehyde (154927-05-6)

Guidance literature:

With formic acid; In water; at 115 ℃; for 18h;

DOI:10.3987/com-04-10069

Reference yield:

1-benzyl-4-nitro-1H-imidazole (13230-13-2) → 3-benzyl-5-nitro-3H-imidazole-4-carbaldehyde (154927-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuOK / tetrahydrofuran; dimethylformamide / 0.17 h / -78 °C

1.2: 72 percent / CH₃COOH / methanol; tetrahydrofuran; dimethylformamide

2.1: 90 percent / formic acid / H₂O / 18 h / 115 °C

With formic acid; potassium tert-butylate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.3987/com-04-10069

Reference yield:

benzyl chloride (100-44-7) → 3-benzyl-5-nitro-3H-imidazole-4-carbaldehyde (154927-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 67 percent / K₂CO₃ / dimethylformamide / 4 h / 75 °C

2.1: t-BuOK / tetrahydrofuran; dimethylformamide / 0.17 h / -78 °C

2.2: 72 percent / CH₃COOH / methanol; tetrahydrofuran; dimethylformamide

3.1: 90 percent / formic acid / H₂O / 18 h / 115 °C

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

DOI:10.3987/com-04-10069

upstream raw materials:

1-benzyl-5-dichloromethyl-4-nitro-1H-imidazole

benzyl chloride

1-benzyl-4-nitro-1H-imidazole

Downstream raw materials:

4-amino-1-benzylimidazole-5-carboxime

4-amino-1-benzylimidazole-5-carbonitrile

4-(1-Benzyl-4-nitro-imidazol-5-yl)-2,6-dimethyl-pyridin-3,5-dicarbonsaeuredimethylester

diethyl 2-(3-benzyl-5-nitro-3H-imidazol-4-ylmethylene)malonate