N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide

Base Information

• Chemical Name: N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide
• CAS No.: 1188297-09-7
• Molecular Formula: C₂₃H₂₃NO₄S
• Molecular Weight: 409.506
• Mol file: 1188297-09-7.mol

Synonyms:N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide

Chemical Property of N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide

There total 4 articles about N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)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: 69.0%

para-iodoanisole (696-62-8) + 4-methyl-N-[(5-methylfuran-2-yl)methyl]-N-(prop-2-yne-1-yl)benzenesulfonamide (317834-47-2) → N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide (1188297-09-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.joc.1c00746

Reference yield:

C9H9NO (933486-88-5) → N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide (1188297-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 0 - 20 °C

2: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 20 °C

3: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; methanol; dichloromethane; 3: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.joc.1c00746

Reference yield:

(5-methylfuran-2-ylmethyl)prop-2-ynylamine → N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)benzenesulfonamide (1188297-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 20 °C

2: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; 2: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.joc.1c00746

upstream raw materials:

para-iodoanisole

4-methyl-N-[(5-methylfuran-2-yl)methyl]-N-(prop-2-yne-1-yl)benzenesulfonamide

C₉H₉NO

5-Methylfurfural