N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea

Base Information

• Chemical Name: N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea
• CAS No.: 450381-14-3
• Molecular Formula: C₁₉H₂₂N₂SSi
• Molecular Weight: 338.549
• Mol file: 450381-14-3.mol

Synonyms:N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea

Chemical Property of N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea

There total 2 articles about N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea 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: 69.0%

2-[(trimethylsilyl)ethynyl]aniline (103529-16-4) + 1-isothiocyanato-4-methylbenzene (622-59-3) → N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea (450381-14-3)

Guidance literature:

With dmap; In ethanol; at 40 ℃; for 4h;

DOI:10.1021/jm011102i

Reference yield:

2-iodophenylamine (615-43-0) → N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea (450381-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / 18 h / 20 °C

2: 69 percent / DMAP / ethanol / 4 h / 40 °C

With dmap; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In ethanol; 1: Sonogashira reaction;

DOI:10.1021/jm011102i

Reference yield: 93.0%

N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]thiourea (450381-14-3) → N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]carbodiimide (450380-94-6)

Guidance literature:

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/jm011102i

upstream raw materials:

2-[(trimethylsilyl)ethynyl]aniline

1-isothiocyanato-4-methylbenzene

2-iodophenylamine

Downstream raw materials:

N-(4-methylphenyl)-N'-[2-(2-trimethylsilylethynyl)phenyl]carbodiimide