N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide

Base Information

• Chemical Name: N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide
• CAS No.: 1361583-12-1
• Molecular Formula: C₁₆H₂₂BrNO₂SSi
• Molecular Weight: 400.412
• Mol file: 1361583-12-1.mol

Synonyms:N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide

Chemical Property of N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide

There total 4 articles about N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)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: 54.0%

N-(3-bromobut-3-en-1-yl)-4-methylbenzenesulfonamide (1361583-02-9) + (2-bromoethynyl)trimethylsilane (18243-59-9) → N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide (1361583-12-1)

Guidance literature:

With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In toluene; at 70 ℃; for 16h;

DOI:10.1002/chem.201501710

Reference yield: 42.0%

N-(3-bromobut-3-en-1-yl)-4-methylbenzenesulfonamide (1361583-02-9) + phenyl(trimethylsilylethynyl)iodonium triflate (133816-00-9) → N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide (1361583-12-1)

Guidance literature:

N-(3-bromobut-3-en-1-yl)-4-methylbenzenesulfonamide; With potassium hexamethylsilazane; In toluene; at -78 - 20 ℃; for 0.5h; Inert atmosphere;

phenyl(trimethylsilylethynyl)iodonium triflate; In toluene; at -78 - 20 ℃; for 18.1667h; Inert atmosphere;

DOI:10.1002/chem.201102880

Reference yield:

C16H22BrNO4S → N-(3-bromobut-3-en-1-yl)-4-methyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide (1361583-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / toluene / 0.5 h / -78 - 20 °C / Inert atmosphere

2.2: 18.17 h / -78 - 20 °C / Inert atmosphere

With potassium hexamethylsilazane; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1002/chem.201102880

upstream raw materials:

N-(3-bromobut-3-en-1-yl)-4-methylbenzenesulfonamide

phenyl(trimethylsilylethynyl)iodonium triflate

(2-bromoethynyl)trimethylsilane

trimethylsilylacetylene

Downstream raw materials:

N-(3-bromobut-3-en-1-yl)-4-methyl-N-((4-nitrophenyl)ethynyl)benzenesulfonamide

C₁₃H₁₄BrNO₂S