(1-(4-bromobenzyl)-2-butyl-5-chloro-2,3-dihydro-1H-imidazol-4-yl)methanol

Base Information

• Chemical Name: (1-(4-bromobenzyl)-2-butyl-5-chloro-2,3-dihydro-1H-imidazol-4-yl)methanol
• CAS No.: 151012-31-6
• Molecular Formula: C15H18BrClN2O
• Molecular Weight: 357.678
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID50934149
• Mol file: 151012-31-6.mol

Synonyms:(1-(4-bromobenzyl)-2-butyl-5-chloro-2,3-dihydro-1H-imidazol-4-yl)methanol;3-(4-BROMOBENZYL)-2-BUTYL-4-CHLORO-1H-IMIDAZOL-5-YLMETHANOL;{1-[(4-bromophenyl)methyl]-2-butyl-5-chloro-2,3-dihydro-1H-imidazol-4-yl}methanol;C15H20BrClN2O;DTXSID50934149;AKOS016005492;A1-01905

Chemical Property of (1-(4-bromobenzyl)-2-butyl-5-chloro-2,3-dihydro-1H-imidazol-4-yl)methanol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 491.953 °C at 760 mmHg
• PKA: 13.65±0.10(Predicted)
• Flash Point: 251.324 °C
• PSA: 38.05000
• Density: 1.426 g/cm³
• LogP: 4.18220
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 358.04475
• Heavy Atom Count: 20
• Complexity: 343

Purity/Quality:

99% ^*data from raw suppliers

2-Butyl-1-(4-bromobenzyl)-4-chloro-5-(hydroxymethyl)-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1NC(=C(N1CC2=CC=C(C=C2)Br)Cl)CO
• Uses: Intermediate in the preparation of Losartan derivatives.

Technology Process of (1-(4-bromobenzyl)-2-butyl-5-chloro-2,3-dihydro-1H-imidazol-4-yl)methanol

There total 8 articles about (1-(4-bromobenzyl)-2-butyl-5-chloro-2,3-dihydro-1H-imidazol-4-yl)methanol 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-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9) + 1-bromomethyl-4-bromobenzene (589-15-1) → 2-n-Butyl-4-chloro-1-(4-bromobenzyl)-1H-imidazole-5-methanol (151012-31-6)

Guidance literature:

With sodium borohydrid; potassium carbonate; In ISOPROPYLAMIDE; water;

Reference yield:

2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9) → 2-n-Butyl-4-chloro-1-(4-bromobenzyl)-1H-imidazole-5-methanol (151012-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl acetamide / -10 °C

2: sodium tetrahydroborate; methanol / 0 °C

With methanol; sodium tetrahydroborate; potassium carbonate; In N,N-dimethyl acetamide;

DOI:10.1021/acs.oprd.1c00135

Reference yield:

para-bromotoluene (106-38-7) → 2-n-Butyl-4-chloro-1-(4-bromobenzyl)-1H-imidazole-5-methanol (151012-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; sodium bromide; sodium bromate / 1,2-dichloro-ethane; water / 1.33 h / 60 - 75 °C / Irradiation; Industrial scale; Green chemistry

2: potassium carbonate / N,N-dimethyl acetamide / -10 °C

3: sodium tetrahydroborate; methanol / 0 °C

With methanol; sodium bromate; sodium tetrahydroborate; sulfuric acid; potassium carbonate; sodium bromide; In N,N-dimethyl acetamide; water; 1,2-dichloro-ethane;

DOI:10.1021/acs.oprd.1c00135

upstream raw materials:

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

1-bromomethyl-4-bromobenzene

2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

3-(4-bromobenzyl)-2-butyl-5-chloro-3h-imidazole-4-carboxaldehyde

Downstream raw materials:

2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]imidazole

(2-butyl-5-chloro-3-{2'-[2-(1-methyl-1-phenyl-ethyl)-2H-tetrazol-5-yl]-biphenyl-4-ylmethyl}-3H-imidazol-4-yl)-methanol

2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole

cozaar

Refernces

• 1、 -. "Process for the preparation of benzylimidazole derivatives". Page/Page column 3. . Retrieved 2010/02/11.
• 2、 -. "Process for preparing 2,4,5-trisubstituted imidazoles from N-acylated alpha-amino nitriles". Page 6. . Retrieved 2008/06/13.