N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

Base Information

• Chemical Name: N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide
• CAS No.: 364381-76-0
• Molecular Formula: C₁₄H₁₅NO₂S
• Molecular Weight: 261.345
• Mol file: 364381-76-0.mol

Synonyms:N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

Chemical Property of N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

There total 3 articles about N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-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: 80.0%

propargyl bromide (106-96-7) + N-(buta-2,3-dien-1-yl)-4-methylbenzenesulfonamide (346587-69-7) → N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide (364381-76-0)

Guidance literature:

N-(buta-2,3-dien-1-yl)-4-methylbenzenesulfonamide; With potassium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

propargyl bromide; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo049010z

Reference yield:

2,3-butadien-1-ol (18913-31-0) + 4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3) → N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide (364381-76-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In benzene; at 20 ℃;

DOI:10.1039/b508306k

Reference yield:

4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3) → N-(buta-2,3-dien-1-yl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide (364381-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 12 percent / CuBr; iPr₂NEt / acetonitrile / 9 h / Heating

2.1: KH / tetrahydrofuran / 1 h / 20 °C

2.2: 80 percent / tetrahydrofuran / 20 °C

With potassium hydride; N-ethyl-N,N-diisopropylamine; copper(I) bromide; In tetrahydrofuran; acetonitrile; 1.1: Crabbe reaction;

DOI:10.1021/jo049010z

upstream raw materials:

propargyl bromide

N-(buta-2,3-dien-1-yl)-4-methylbenzenesulfonamide

2,3-butadien-1-ol

4-methyl-N-prop-2-ynylbenzenesulfonamide

Downstream raw materials:

4-[buta-2,3-dienyl-(toluene-4-sulfonyl)-amino]-but-2-ynoic acid ethyl ester

CH₃C₆H₄SO₂NC₄H₅(C(CH₂)Si(CH₃)2C(CH₃)3)CHSn(C₆H₅)3