N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide

Base Information

• Chemical Name: N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide
• CAS No.: 1562381-71-8
• Molecular Formula: C₂₇H₂₄N₂O₃S
• Molecular Weight: 456.565
• Mol file: 1562381-71-8.mol

Synonyms:N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide

Chemical Property of N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide

There total 17 articles about N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)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: 78.0%

2-methyl-1H-indole (95-20-5) + 4-hydroxy-N-methyl-N',4-diphenyl-N-tosylbut-2-ynimidamide (1562381-58-1) → N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide (1562381-71-8)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃; for 0.583333h; Inert atmosphere;

DOI:10.1021/ja412634w

Reference yield:

N-methyl-p-toluenesulfonylamide (640-61-9) → N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide (1562381-71-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,10-Phenanthroline; potassium carbonate; copper(ll) sulfate pentahydrate / toluene / 80 °C / Inert atmosphere; Sealed tube

2.1: zinc trifluoromethanesulfonate / dichloromethane / 2.5 h / 50 °C / Inert atmosphere

3.1: diisopropylamine; zinc dibromide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 20 °C / Inert atmosphere; Sealed tube

3.2: 0.5 h / 28 °C / Inert atmosphere; Sealed tube

4.1: boron trifluoride diethyl etherate / acetonitrile / 0.58 h / 0 °C / Inert atmosphere

With 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; zinc trifluoromethanesulfonate; potassium carbonate; diisopropylamine; zinc dibromide; In dichloromethane; toluene; acetonitrile;

DOI:10.1021/ja412634w

Reference yield:

(E)-N-methyl-N-(4-phenylbut-3-en-1-yn-1-yl)methanesulfonamide (1562381-11-6) → N,4-dimethyl-N-(4-(2-methyl-1H-indol-3-yl)-5-phenylfuran-2-yl)benzenesulfonamide (1562381-71-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: silver(I) triflimide / 1,2-dichloro-ethane / 15 h / 28 °C / Inert atmosphere

2.1: diisopropylamine; zinc dibromide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 20 °C / Inert atmosphere; Sealed tube

2.2: 0.5 h / 28 °C / Inert atmosphere; Sealed tube

3.1: boron trifluoride diethyl etherate / acetonitrile / 0.58 h / 0 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; diisopropylamine; zinc dibromide; silver(I) triflimide; In dichloromethane; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1021/ja412634w

upstream raw materials:

N-methyl-p-toluenesulfonylamide

N-((3E,5E)-6-(furan-2-yl)hexa-3,5-dien-1-ynyl)-N,4-dimethylbenzenesulfonamide

(E)-N-methyl-N-(3-methyl-4-phenylbut-3-en-1-yn-1-yl)methanesulfonamide

N,4-dimethyl-N-((3E,5E)-6-phenylhexa-3,5-dien-1-yn-1-yl)benzenesulfonamide

Refernces