N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide
• CAS No.: 1394401-57-0
• Molecular Formula: C₁₇H₁₇NO₃S
• Molecular Weight: 315.393
• Mol file: 1394401-57-0.mol

Synonyms:N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

Chemical Property of N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

There total 2 articles about N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide 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:

N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide (6590-65-4) + prop-1-yne (74-99-7) → N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide (1394401-57-0)

Guidance literature:

N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; cyclohexane; at -20 ℃; for 0.166667h; under 760.051 Torr;

prop-1-yne; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h; under 760.051 Torr;

DOI:10.1021/jo301198z

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide (1394401-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 4 h / 20 °C / 760.05 Torr / Inert atmosphere

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; cyclohexane / 0.17 h / -20 °C / 760.05 Torr

2.2: 1 h / -78 °C / 760.05 Torr

With pyridine; n-butyllithium; diisopropylamine; In tetrahydrofuran; cyclohexane;

DOI:10.1021/jo301198z

Reference yield: 68.0%

N-(2-(1-hydroxybut-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide (1394401-57-0) → (Z)-2-ethylidene-1-tosylindolin-3-ol (1394401-81-0)

Guidance literature:

With silver(I) acetate; In acetonitrile; at 20 ℃; for 2h; under 760.051 Torr;

DOI:10.1021/jo301198z

upstream raw materials:

N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide

prop-1-yne

p-toluenesulfonyl chloride

Downstream raw materials:

(Z)-2-ethylidene-1-tosylindolin-3-ol