2-Butyl-5-iodo-3-(phenylmethoxymethyl)imidazole-4-carbaldehyde

Base Information

• Chemical Name: 2-Butyl-5-iodo-3-(phenylmethoxymethyl)imidazole-4-carbaldehyde
• CAS No.: 154371-51-4
• Molecular Formula: C₁₆H₁₉IN₂O₂
• Molecular Weight: 398.244
• DSSTox Substance ID: DTXSID20437354
• Wikidata: Q82252839
• Mol file: 154371-51-4.mol

Synonyms:154371-51-4;2-butyl-5-iodo-3-(phenylmethoxymethyl)imidazole-4-carbaldehyde;CTK4C8237;DTXSID20437354;PKFUWHBQVJSMDF-UHFFFAOYSA-N

Chemical Property of 2-Butyl-5-iodo-3-(phenylmethoxymethyl)imidazole-4-carbaldehyde

Chemical Property:

• PSA: 54.98000
• LogP: 3.75640
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 398.04913
• Heavy Atom Count: 21
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=NC(=C(N1COCC2=CC=CC=C2)C=O)I

Technology Process of 2-Butyl-5-iodo-3-(phenylmethoxymethyl)imidazole-4-carbaldehyde

There total 4 articles about 2-Butyl-5-iodo-3-(phenylmethoxymethyl)imidazole-4-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:

2-butyl-1H-imidazole (50790-93-7) → 1-(benzyloxymethyl)-2-butyl-4-iodoimidazole-5-carboxaldehyde (154371-51-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / iodine, Na₂CO₃ / dioxane; H₂O / 23 h / Ambient temperature

2: 99 percent / K₂CO₃ / dimethylformamide / 19 h

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, 30 min

With n-butyllithium; iodine; sodium carbonate; potassium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1080/00397919308011184

Reference yield:

2-butyl-4,5-diiodoimidazole (154371-61-6) → 1-(benzyloxymethyl)-2-butyl-4-iodoimidazole-5-carboxaldehyde (154371-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / K₂CO₃ / dimethylformamide / 19 h

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, 30 min

With n-butyllithium; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1080/00397919308011184

Reference yield:

1-(benzyloxymethyl)-2-butyl-4,5-diiodoimidazole (154371-62-7) → 1-Benzyloxymethyl-2-butyl-4-iodo-1H-imidazole + 1-(benzyloxymethyl)-2-butyl-4-iodoimidazole-5-carboxaldehyde (154371-51-4)

Guidance literature:

With n-butyllithium; N-methyl-N-(2-pyridyl)-formamide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, 30 min;

DOI:10.1080/00397919308011184

upstream raw materials:

N-methyl-N-(2-pyridyl)-formamide

1-(benzyloxymethyl)-2-butyl-4,5-diiodoimidazole

2-butyl-1H-imidazole

2-butyl-4,5-diiodoimidazole

Downstream raw materials:

2-butyl-5-(t-butyldimethylsilyloxy)methyl-4-iodo-1-<4-(2-cyanophenyl)phenyl>methylimidazole

2-butyl-5-hydroxymethyl-4-iodo-1-<4-(2-cyanophenyl)phenyl>methyl-imidazole

2-butyl-4-iodo-1-<4-(2-cyanophenyl)phenyl>methyl-imidazole-5-carbox-aldehyde

2-butyl-1-(4-carbomethoxybenzyl)-4-iodoimidazole-5-carboxaldehyde

Refernces