Ethanone, 1-(4-bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl)-2-(5-methylpyrazinyl)-

Base Information

• Chemical Name: Ethanone, 1-(4-bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl)-2-(5-methylpyrazinyl)-
• CAS No.: 108905-64-2
• Molecular Formula: C₁₂H₁₃BrN₄OS
• Molecular Weight: 341.231
• DSSTox Substance ID: DTXSID20148771
• Wikidata: Q83014387
• Mol file: 108905-64-2.mol

Synonyms:108905-64-2;Ethanone, 1-(4-bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl)-2-(5-methylpyrazinyl)-;1-(4-Bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl)-2-(5-methylpyrazin-2-yl)ethanone;1-(5-Bromo-3-methyl-2-methylthioimidazol-4-yl)-2-(5-methylpyrazin-2-yl)ethanone;DTXSID20148771;C12-H13-Br-N4-O-S

Chemical Property of Ethanone, 1-(4-bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl)-2-(5-methylpyrazinyl)-

Chemical Property:

• Vapor Pressure: 1.39E-10mmHg at 25°C
• Boiling Point: 511.6°Cat760mmHg
• Flash Point: 263.2°C
• Density: 1.58g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 339.99934
• Heavy Atom Count: 19
• Complexity: 333

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=N1)CC(=O)C2=C(N=C(N2C)SC)Br

Technology Process of Ethanone, 1-(4-bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl)-2-(5-methylpyrazinyl)-

There total 1 articles about Ethanone, 1-(4-bromo-1-methyl-2-(methylthio)-1H-imidazol-5-yl)-2-(5-methylpyrazinyl)- 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:

2,5-dimethyl-pyrazine (123-32-0) + Methyl 4-bromo-1-methyl-2-methylthio-5-imidazolecarboxylate (108905-63-1) → 2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-one (108905-64-2)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1) THF, hexanes, -78 deg C, 2) -19 to -15 deg C;

DOI:10.1021/jo00031a017

Reference yield: 79.0%

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-one (108905-64-2) → 2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-ol (108905-65-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; isopropyl alcohol; a) 0 deg C to room temperature, overnight, b) 0 deg C to room temperature, 8 h;

DOI:10.1021/jo00031a017

Reference yield:

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-one (108905-64-2) → 2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethene (108905-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / NaBH₄ / tetrahydrofuran; propan-2-ol / a) 0 deg C to room temperature, overnight, b) 0 deg C to room temperature, 8 h

2: 84.5 percent / methanesulfonic acid / toluene / 0.33 h / Heating

With sodium tetrahydroborate; methanesulfonic acid; In tetrahydrofuran; isopropyl alcohol; toluene;

DOI:10.1021/jo00031a017

upstream raw materials:

2,5-dimethyl-pyrazine

Methyl 4-bromo-1-methyl-2-methylthio-5-imidazolecarboxylate

Downstream raw materials:

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethan-1-ol

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)propan-1-one

2-(5-methyl-2-pyrazinyl)-1-(4-bromo-1-methyl-2-(methylthio)-5-imidazolyl)ethene