(2-(dimethylamino)phenyl)ethynyl methyl sulfide

Base Information

• Chemical Name: (2-(dimethylamino)phenyl)ethynyl methyl sulfide
• CAS No.: 1638536-25-0
• Molecular Formula: C₁₁H₁₃NS
• Molecular Weight: 191.297
• Mol file: 1638536-25-0.mol

Synonyms:(2-(dimethylamino)phenyl)ethynyl methyl sulfide

Chemical Property of (2-(dimethylamino)phenyl)ethynyl methyl sulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-(dimethylamino)phenyl)ethynyl methyl sulfide

There total 3 articles about (2-(dimethylamino)phenyl)ethynyl methyl sulfide 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: 83.7%

methyl thiotosylate (4973-66-4) + 2′-N,N-dimethylaminophenylacetylene (219605-52-4) → (2-(dimethylamino)phenyl)ethynyl methyl sulfide (1638536-25-0)

Guidance literature:

With copper(l) iodide; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dimethyl sulfoxide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00875

Reference yield:

methanethiosulfonic acid S-methyl ester (2949-92-0,31761-75-8) + C10H11Br2N → (2-(dimethylamino)phenyl)ethynyl methyl sulfide (1638536-25-0)

Guidance literature:

C₁₀H₁₁Br₂N; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.166667h; Inert atmosphere;

methanethiosulfonic acid S-methyl ester; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/adsc.201400072

Reference yield:

2-(dimethylamino)benzaldehyde (579-72-6) → (2-(dimethylamino)phenyl)ethynyl methyl sulfide (1638536-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine / dichloromethane / 0.58 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 - 0 °C / Inert atmosphere

2.2: 1.5 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/adsc.201400072

upstream raw materials:

methanethiosulfonic acid S-methyl ester

2-(dimethylamino)benzaldehyde

methyl thiotosylate

2′-N,N-dimethylaminophenylacetylene

Downstream raw materials:

1-methyl-2-(methylthio)-3-(phenylethynyl)-1H-indole