1-Methyl-4-nitro-1H-imidazole-2-carbaldehyde

Base Information

• Chemical Name: 1-Methyl-4-nitro-1H-imidazole-2-carbaldehyde
• CAS No.: 73455-94-4
• Molecular Formula: C5H5 N3 O3
• Molecular Weight: 155.1115
• DSSTox Substance ID: DTXSID00555989
• Nikkaji Number: J2.994.463F
• Wikidata: Q82437452
• Mol file: 73455-94-4.mol

Synonyms:1-Methyl-4-nitro-1H-imidazole-2-carbaldehyde;73455-94-4;1-METHYL-4-NITROIMIDAZOLE-2-CARBALDEHYDE;SCHEMBL5331712;DTXSID00555989;VKNJBTMMRCVSOH-UHFFFAOYSA-N;2-formyl-1-methyl-4nitroimidazole;2-formyl-1-methyl-4-nitroimidazole

Chemical Property of 1-Methyl-4-nitro-1H-imidazole-2-carbaldehyde

Chemical Property:

• PSA: 80.71000
• LogP: 0.66400
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.03309103
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

1-methyl-4-nitro-1H-Imidazole-2-carboxaldehyde 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(N=C1C=O)[N+](=O)[O-]

Technology Process of 1-Methyl-4-nitro-1H-imidazole-2-carbaldehyde

There total 2 articles about 1-Methyl-4-nitro-1H-imidazole-2-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: 83.0%

2-dichloromethyl-1-methyl-4-nitroimidazole → 1-methyl-4-nitro-1H-imidazol-2-carbaldehyde (73455-94-4)

Guidance literature:

With sodium hydroxide; In sulfuric acid;

Reference yield: 50.0%

N-methyl-2-imidazolcarboxaldehyde (13750-81-7) → 1-methyl-4-nitro-1H-imidazol-2-carbaldehyde (73455-94-4)

Guidance literature:

With nitric acid; In water; at 0 - 45 ℃; for 2h;

Reference yield:

1-methyl-4-nitro-1H-imidazol-2-carbaldehyde (73455-94-4) → N-[2-(1,3-dioxolan-2-yl)-1-methylimidazol-4-yl]-2-acetamido-3-phenylpropanamide (1333113-62-4)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

2: palladium 10% on activated carbon; hydrogen / 1,4-dioxane / 24 h / 760.05 Torr

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 22 h / 20 °C

With palladium 10% on activated carbon; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetlet.2011.07.025

upstream raw materials:

N-methyl-2-imidazolcarboxaldehyde

Downstream raw materials:

N-[2-(1,3-dioxolan-2-yl)-1-methylimidazol-4-yl]-2-acetamido-3-phenylpropanamide

N-[2-(1,3-dioxolan-2-yl)-1-methylimidazol-4-yl]benzamide