(4-thioacetylphenyl)(4-pyridyl)acetylene

Base Information

• Chemical Name: (4-thioacetylphenyl)(4-pyridyl)acetylene
• CAS No.: 855855-00-4
• Molecular Formula: C₁₅H₁₁NOS
• Molecular Weight: 253.324
• Mol file: 855855-00-4.mol

Synonyms:(4-thioacetylphenyl)(4-pyridyl)acetylene

Chemical Property of (4-thioacetylphenyl)(4-pyridyl)acetylene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-thioacetylphenyl)(4-pyridyl)acetylene

There total 5 articles about (4-thioacetylphenyl)(4-pyridyl)acetylene 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: 67.0%

4-pyridylacetylene (2510-22-7) + 1-iodo-4-thioacetylbenzene (69746-43-6) → (4-thioacetylphenyl)(4-pyridyl)acetylene (855855-00-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 18h; Inert atmosphere;

DOI:10.1002/anie.201911652

Reference yield:

4-iodopyridine (15854-87-2) → (4-thioacetylphenyl)(4-pyridyl)acetylene (855855-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

2: potassium hydroxide / methanol; dichloromethane / 2.5 h / Inert atmosphere

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; 1: Sonogashira coupling / 3: Sonogashira coupling;

DOI:10.1016/j.tetlet.2010.10.097

Reference yield:

4-aminopyridine (504-24-5) → (4-thioacetylphenyl)(4-pyridyl)acetylene (855855-00-4)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrafluoroboric acid; sodium nitrite / -10 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

3: potassium hydroxide / methanol; dichloromethane / 2.5 h / Inert atmosphere

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrafluoroboric acid; triethylamine; potassium hydroxide; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; 2: Sonogashira coupling / 4: Sonogashira coupling;

DOI:10.1016/j.tetlet.2010.10.097

upstream raw materials:

4-aminopyridine

4-pyridylacetylene

1-iodo-4-thioacetylbenzene

4-iodopyridine

Downstream raw materials:

dimethyl 7'-((4-(acetylthio)phenyl)ethynyl)-8a'H-spiro[fluorene-9,1'-indolizine]-2',3'-dicarboxylate

Refernces

• 1、 Bartucci, Matthew A.,Wierzbicki, Patrycja M.,Gwengo, Chengeto,Shajan, Sunny,Hussain, Syed H.,Ciszek, Jacob W.. "Synthesis of dihydroindolizines for potential photoinduced work function alteration". . p. 6839 - 6842. Retrieved 2011/03/18.