N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide
• CAS No.: 1198777-60-4
• Molecular Formula: C₂₁H₂₅F₂NO₃SSi
• Molecular Weight: 437.583
• Mol file: 1198777-60-4.mol

Synonyms:N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide

Chemical Property of N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide

There total 4 articles about N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide 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: 52.0%

N-(3,5-difluoro-2-methoxybenzylidene)-4-methylbenzenesulfonamide (1198777-57-9) + [3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide (78012-45-0) → N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide (1198777-60-4)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/anie.200903743

Reference yield: 25.0%

N-(3,5-difluoro-2-methoxybenzylidene)-4-methylbenzenesulfonamide (1198777-57-9) + 3-bromo-1-(trimethylsilyl)-1-propyne (38002-45-8) → N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide (1198777-60-4) + N-[1-(3,5-difluoro-2-methoxyphenyl)-2-(trimethylsilyl)buta-2,3-dienyl]-4-methylbenzenesulfonamide

Guidance literature:

3-bromo-1-(trimethylsilyl)-1-propyne; With magnesium; In diethyl ether; at 20 ℃; for 15h;

N-(3,5-difluoro-2-methoxybenzylidene)-4-methylbenzenesulfonamide; In diethyl ether; dichloromethane;

DOI:10.1002/ejoc.201402177

Reference yield:

3,5-difluoro-2-methoxybenzaldehyde (131782-50-8) → N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide (1198777-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetraethoxy orthosilicate / 6 h / 160 °C / Inert atmosphere

2: magnesium / diethyl ether / 15 h / 20 °C

With tetraethoxy orthosilicate; magnesium; In diethyl ether;

DOI:10.1002/ejoc.201402177

upstream raw materials:

N-(3,5-difluoro-2-methoxybenzylidene)-4-methylbenzenesulfonamide

[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide

3-bromo-1-(trimethylsilyl)-1-propyne

toluene-4-sulfonamide

Downstream raw materials:

N-[1-(3,5-difluoro-2-methoxyphenyl)-but-3-ynyl]-4-methylbenzene-sulfonamide

2-(3,5-difluoro-2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole

2-(3,5-difluoro-2-methoxyphenyl)-1H-pyrrole

2,3,4-tribromo-5-(3,5-difluoro-2-methoxyphenyl)-1H-pyrrole