S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate

Base Information

• Chemical Name: S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate
• CAS No.: 1430198-78-9
• Molecular Formula: C₂₆H₁₈N₂OS
• Molecular Weight: 406.508
• Mol file: 1430198-78-9.mol

Synonyms:S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate

Chemical Property of S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate

There total 3 articles about S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate 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: 72.0%

1-iodo-4-thioacetylbenzene (69746-43-6) + 2-[4-(trimethylstannyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile (1430198-75-6) → S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate (1430198-78-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; In toluene; at 110 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/jo400362u

Reference yield: 7.0%

1-iodo-4-thioacetylbenzene (69746-43-6) + 2-[4-(tributylstannyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile (1430198-74-5) → S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate (1430198-78-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; In toluene; at 110 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo400362u

Reference yield:

2-(4-iodophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile (298212-99-4) → S-[4'-(1,1-dicyano-1,8a-dihydroazulen-2-yl)(1,1'-biphenyl)-4-yl]ethanethioate (1430198-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / benzene / 16 h / Reflux

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane / toluene / 0.25 h / 110 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenyl-arsane; In toluene; benzene; 2: |Stille Cross Coupling;

DOI:10.1021/jo400362u

upstream raw materials:

2-(4-iodophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

1-iodo-4-thioacetylbenzene

2-[4-(tributylstannyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

2-[4-(trimethylstannyl)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile