N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide

Base Information

• Chemical Name: N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide
• CAS No.: 737004-94-3
• Molecular Formula: C₂₇H₂₇NO₂SSi
• Molecular Weight: 457.668
• Mol file: 737004-94-3.mol

Synonyms:N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide

Chemical Property of N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide

There total 1 articles about N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide 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: 44.0%

1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) + N-benzyl-N-ethynyl-4-methyl-benzenesulfonamide (205885-39-8) → N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide (737004-94-3)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 20 ℃;

DOI:10.1021/ol0493251

Reference yield: 95.0%

N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide (737004-94-3) → N-benzyl-N-(4-ethynyl-phenylethynyl)-4-methyl-benzenesulfonamide (737004-95-4)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1021/ol0493251

Reference yield:

N-benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide (737004-94-3) → N-benzyl-4-methyl-N-[4-(4-nitro-phenylethynyl)-phenylethynyl]-benzenesulfonamide

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / methanol

2: 80 percent / Pd(PPh₃)4; CuI; Et₃N / toluene / 2 h / 60 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In methanol; toluene; 2: Sonogashira coupling;

DOI:10.1021/ol0493251

upstream raw materials:

1-iodo-4-(trimethylsilylethynyl)benzene

N-benzyl-N-ethynyl-4-methyl-benzenesulfonamide

Downstream raw materials:

N-benzyl-N-(4-ethynyl-phenylethynyl)-4-methyl-benzenesulfonamide