N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide

Base Information

• Chemical Name: N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide
• CAS No.: 172217-57-1
• Molecular Formula: C₁₇H₁₇NO₂S
• Molecular Weight: 299.393
• Mol file: 172217-57-1.mol

Synonyms:N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide

Chemical Property of N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide

There total 10 articles about N-benzyl-4-methyl-N-(propa-1,2-dien-1-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: 88.0%

N-benzyl-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide (875312-97-3) → N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide (172217-57-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201200043

Reference yield: 66.0%

N-benzyl-N-ethynyl-4-methyl-benzenesulfonamide (205885-39-8) + diazomethyl-trimethyl-silane (18107-18-1) → N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide (172217-57-1)

Guidance literature:

N-benzyl-N-ethynyl-4-methyl-benzenesulfonamide; diazomethyl-trimethyl-silane; With copper(l) iodide; In diethyl ether; acetonitrile; at 25 ℃; for 3h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; acetonitrile; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.202103598

Reference yield:

N-benzyl-p-toluenesulfonamide (1576-37-0) → N-benzyl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide (172217-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / Reflux; Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

With potassium tert-butylate; potassium carbonate; In tetrahydrofuran; acetone;

DOI:10.1039/c6cc07874e

upstream raw materials:

N-benzyl-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

4-methyl-N-prop-2-ynylbenzenesulfonamide

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

benzyl bromide

Downstream raw materials:

1-[benzyl(tosyl)amino]-2-(4-methoxyphenyl)allyl acetate

(E)-3-[benzyl(tosyl)amino]-2-(4-methoxyphenyl)allyl acetate

(Z)-3-[benzyl(tosyl)amino]-2-(4-methoxyphenyl)allyl acetate

(Z)-N-benzyl-N-((2-((N-benzyl-4-methylphenyl)sulfonamido)-3-methylenecyclobutylidene)methyl)-4-methylbenzenesulfonamide