N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide

Base Information

• Chemical Name: N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide
• CAS No.: 1361582-88-8
• Molecular Formula: C₂₀H₂₀BrNO₂S
• Molecular Weight: 418.354
• Mol file: 1361582-88-8.mol

Synonyms:N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide

Chemical Property of N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide

There total 10 articles about N-(4-bromopent-4-en-1-yl)-4-methyl-N-(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:

iodobenzene (591-50-4) + C14H16BrNO2S (1374005-94-3) → N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide (1361582-88-8)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 20 - 60 ℃; for 1.83333h; Inert atmosphere;

DOI:10.1002/chem.201102880

Reference yield:

N-(4-bromopent-4-en-1-yl)-4-methylbenzenesulfonamide + 1-iodo-2-phenylethyne (932-88-7) → N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide (1361582-88-8)

Guidance literature:

N-(4-bromopent-4-en-1-yl)-4-methylbenzenesulfonamide; With potassium hexamethylsilazane; phenyl(trimethylsilylethynyl)iodonium triflate; In toluene; at -78 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

1-iodo-2-phenylethyne; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 60 ℃;

DOI:10.1002/chem.201501710

Reference yield:

N-(4-bromopent-4-en-1-yl)-4-methylbenzenesulfonamide → N-(4-bromopent-4-en-1-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide (1361582-88-8)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 18.17 h / -78 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / toluene / 1.83 h / 20 - 60 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; toluene; 3.1: Sonogashira coupling;

DOI:10.1002/chem.201102880

upstream raw materials:

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

iodobenzene

C₁₄H₁₆BrNO₂S

4-bromopent-4-en-1-ol

Downstream raw materials:

6,8-diphenyl-1-tosyl-1,2,3,4,5,6-hexahydroquinoline

(Z)-2-benzylidene-3-methylene-1-tosylpiperidine

4-methyl-N-(pent-4-en-1-yl)-N-(phenylethynyl)benzenesulfonamide

dimethyl 8-phenyl-1-tosyl-1,2,3,4,5,8-hexahydroquinoline-6,7-dicarboxylate