2-Butyl-4-chloro-5-benzyloxymethyl-1H-imidazole

Base Information

• Chemical Name: 2-Butyl-4-chloro-5-benzyloxymethyl-1H-imidazole
• CAS No.: 679412-76-1
• Molecular Formula: C15H19ClN2O
• Molecular Weight: 278.782
• DSSTox Substance ID: DTXSID30468578
• Wikidata: Q82295846
• Mol file: 679412-76-1.mol

Synonyms:2-BUTYL-4-CHLORO-5-BENZYLOXYMETHYL-1H-IMIDAZOLE;679412-76-1;2-butyl-4-chloro-5-(phenylmethoxymethyl)-1H-imidazole;SCHEMBL6703361;DTXSID30468578;BPRFBRRGRCRQCZ-UHFFFAOYSA-N;AKOS030255247;FT-0664008

Chemical Property of 2-Butyl-4-chloro-5-benzyloxymethyl-1H-imidazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 450.458°C at 760 mmHg
• Flash Point: 226.229°C
• PSA: 37.91000
• Density: 1.168g/cm³
• LogP: 4.12250
• Solubility.: DMF, DMSO, Ethanol, Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 278.1185909
• Heavy Atom Count: 19
• Complexity: 246

Purity/Quality:

96% ^*data from raw suppliers

2-Butyl-4-chloro-5-benzyloxymethyl-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=NC(=C(N1)COCC2=CC=CC=C2)Cl

Technology Process of 2-Butyl-4-chloro-5-benzyloxymethyl-1H-imidazole

There total 3 articles about 2-Butyl-4-chloro-5-benzyloxymethyl-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: 81.0%

N-(2-benzyloxy-1-cyanoethyl)pentanamide (679412-75-0) → 5-benzyloxymethyl-2-butyl-4-chloro-1H-imidazole (679412-76-1)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In acetonitrile; at 45 ℃; for 4h;

DOI:10.1021/ol036423y

Reference yield:

benzyloxyacetoaldehyde (60656-87-3) → 5-benzyloxymethyl-2-butyl-4-chloro-1H-imidazole (679412-76-1)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NH₄OH; MH₄Cl / 56 h / 20 °C

2: 6.08 g / N-(3-dimehylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

3: 81 percent / CCl₄; PPh₃ / acetonitrile / 4 h / 45 °C

With tetrachloromethane; dmap; ammonium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In dichloromethane; acetonitrile;

DOI:10.1021/ol036423y

Reference yield:

2-amino-3-benzyloxy-propionitrile (645394-47-4) → 5-benzyloxymethyl-2-butyl-4-chloro-1H-imidazole (679412-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.08 g / N-(3-dimehylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

2: 81 percent / CCl₄; PPh₃ / acetonitrile / 4 h / 45 °C

With tetrachloromethane; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In dichloromethane; acetonitrile;

DOI:10.1021/ol036423y

upstream raw materials:

N-(2-benzyloxy-1-cyanoethyl)pentanamide

benzyloxyacetoaldehyde

2-amino-3-benzyloxy-propionitrile

Downstream raw materials:

2-n-butyl-4-chloro-5-hydroxymethylimidazole

(2-butyl-5-chloro-1H-imidazol-4-yl)-methanol