5-[1-(2,3-Dimethylphenyl)ethenyl]-1H-imidazole

Base Information

• Chemical Name: 5-[1-(2,3-Dimethylphenyl)ethenyl]-1H-imidazole
• CAS No.: 1021949-47-2
• Molecular Formula: C13H14N2
• Molecular Weight: 198.268
• Hs Code.: 2933998090
• European Community (EC) Number: 694-900-6
• DSSTox Substance ID: DTXSID40445693
• Wikidata: Q72471280
• Mol file: 1021949-47-2.mol

Synonyms:1021949-47-2;5-[1-(2,3-Dimethylphenyl)ethenyl]-1H-imidazole;5-(1-(2,3-Dimethylphenyl)vinyl)-1H-imidazole;5-[1-(2,3-dimethylphenyl)vinyl]-1h-imidazole;4-[1-(2,3-Dimethyl-phenyl)-vinyl]-1H-imidazole;AMY723;SCHEMBL2203628;DTXSID40445693;MFCD13180466;AKOS006319069;AKOS015919708;AC-27009;AS-47062;CS-0196461;FT-0660030;F11827;4-(1-(2,3-dimethylphenyl)vinyl)-1h-imidazole;A800538;1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethenyl]-

Chemical Property of 5-[1-(2,3-Dimethylphenyl)ethenyl]-1H-imidazole

Chemical Property:

• Boiling Point: 393.2±11.0 °C(Predicted)
• PKA: 13.68±0.10(Predicted)
• PSA: 28.68000
• Density: 1.066
• LogP: 3.08800
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-[1-(2,3-Dimethylphenyl)ethenyl]-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=C)C2=CN=CN2)C
• Uses: 5-[1-(2,3-Dimethylphenyl)ethenyl]-1H-imidazole is an impurity of Dexmedetomidine (D229000), an α2-Adrenergic agonist; (+)-isomer of Medetomidine; sedative; analgesic.

Technology Process of 5-[1-(2,3-Dimethylphenyl)ethenyl]-1H-imidazole

There total 15 articles about 5-[1-(2,3-Dimethylphenyl)ethenyl]-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: 100.0%

1-(2,3-dimethylphenyl)-1-(1H-imidazol-4-yl)ethanol → 1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene (1021949-47-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 0.11 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Dean-Stark;

Reference yield: 94.0%

4-(2,3-dimethylbenzoyl)-1H-imidazole + Methyltriphenylphosphonium bromide (1779-49-3) → 1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene (1021949-47-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 - 25 ℃; for 18h;

Reference yield: 74.9%

(1-trityl-1H-imidazol-4-yl)boronic acid (1900755-49-8) + C10H11Br → 1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene (1021949-47-2)

Guidance literature:

(1-trityl-1H-imidazol-4-yl)boronic acid; C₁₀H₁₁Br; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium phosphate; In 5,5-dimethyl-1,3-cyclohexadiene; water; at 105 ℃; Inert atmosphere;

With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 - 65 ℃; for 1.5h; Reagent/catalyst; Solvent; Temperature;

upstream raw materials:

4-<(2,3-dimethylphenyl)carbonyl>-1-(triphenylmethyl)imidazole

4-<(2,3-dimethylphenyl)hydroxymethyl>-1-(triphenylmethyl)imidazole

2,3-dimethylbromobenzene

Methyltriphenylphosphonium bromide

Downstream raw materials:

(±)-4-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole hydrochloride

(+/-)-4(5)-<1-(2,3-Dimethylphenyl)ethyl-1H-imidazole>

medetomidine

(S)-dexmedetomidine-L-(+)-tartrate

Refernces

• 1、 -. "A right-US supporting [...] and its hydrochloride preparation method". . . Retrieved 2019/07/05.
• 2、 -. "Process method for preparation of dexmedetomidine hydrochloride". Paragraph 0024. . Retrieved 2018/04/21.