4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)butan-2-ol

Base Information

• Chemical Name: 4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)butan-2-ol
• CAS No.: 67085-11-4
• Molecular Formula: C13H15 Cl N2 O
• Molecular Weight: 250.728
• Hs Code.: 2933290090
• European Community (EC) Number: 925-590-5,614-017-1
• DSSTox Substance ID: DTXSID80449756
• ChEMBL ID: CHEMBL581735
• Mol file: 67085-11-4.mol

Synonyms:4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)butan-2-ol;QC-10 compound

Chemical Property of 4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)butan-2-ol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 106-109 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.59
• Boiling Point: 472.169 °C at 760 mmHg
• PKA: 13.69±0.20(Predicted)
• Flash Point: 239.36 °C
• PSA: 38.05000
• Density: 1.211 g/cm³
• LogP: 2.53020
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO, Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 250.0872908
• Heavy Atom Count: 17
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

α-[2-(4-Chlorophenyl)ethyl]-1H-imidazole-1-ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC(CN2C=CN=C2)O)Cl
• Uses: α-[2-(4-Chlorophenyl)ethyl]-1H-imidazole-1-ethanol is used as a reactant in the preparation of imidazol phenylbutane derivatives as heme oxygenase inhibitors. α-[2-(4-Chlorophenyl)ethyl]-1H-imidazole-1-ethanol is also an impurity of Butoconazole (B690273), which is an antifungal.

Technology Process of 4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)butan-2-ol

There total 3 articles about 4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)butan-2-ol 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: 99.31%

1H-imidazole (288-32-4) + 1-chloro-4-(4-chlorophenyl)-2-butanol (59363-13-2) → 1-[2-hydroxy-4-(4-chlorophenyl)-n-butyl]imidazole (67085-11-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 58 - 62 ℃; for 3h; Temperature; Time; Cooling with ice;

Reference yield:

1-Chloro-4-(chloromethyl)benzene (104-83-6) → 1-[2-hydroxy-4-(4-chlorophenyl)-n-butyl]imidazole (67085-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium; iodine / diethyl ether / 0.25 h / Heating

1.2: 57 percent / diethyl ether / 2 h / Heating

2.1: sodium hydride / dimethylformamide / 4.5 h / 70 - 80 °C

With iodine; sodium hydride; magnesium; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2007.02.034

Reference yield:

→ 1-[2-hydroxy-4-(4-chlorophenyl)-n-butyl]imidazole (67085-11-4)

Guidance literature:

2 (R-Cl) + Imidazol + NaH.;

DOI:10.1021/jm00206a028

upstream raw materials:

1H-imidazole

1-chloro-4-(4-chlorophenyl)-2-butanol

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

4-(4-chlorophenyl)-2-(4-fluorobenzyloxy)-1-(1H-imidazol-1-yl)butane

1-[2-(5-chloro-2-thienylmethoxy)-4-(4-chlorophenyl)butyl]imidazole

butoconazole

(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane