1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene

Base Information

• Chemical Name: 1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene
• CAS No.: 263746-73-2
• Molecular Formula: C₂₂H₂₈N₄O₄
• Molecular Weight: 412.489
• Mol file: 263746-73-2.mol

Synonyms:1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene

Chemical Property of 1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene

There total 4 articles about 1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene 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: 77.0%

1,3-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene (904671-80-3) → 1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene (263746-73-2)

Guidance literature:

With sodium periodate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/1521-3765(20010601)7:11<2466::AID-CHEM24660>3.0.CO;2-4

Reference yield:

5-bromobenzene-1,3-dicarbaldehyde (120173-41-3) → 1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene (263746-73-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / CuI; i-Pr₂NH / PdCl₂(PPh₃)2 / tetrahydrofuran / 12 h / 20 °C

2: 99 percent / K₂CO₃ / methanol / 3 h / 20 °C

3: 85 percent / methanol / 24 h / 20 °C

4: 77 percent / aq. NaIO₄ / CH₂Cl₂ / 1 h / 20 °C

With sodium periodate; copper(l) iodide; potassium carbonate; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/1521-3765(20010601)7:11<2466::AID-CHEM24660>3.0.CO;2-4

Reference yield:

1,3-Bisformyl-5-trimethylsilylacetylenebenzene (263746-69-6) → 1,3-Bis(1-oxyl-3-oxo-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene (263746-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / K₂CO₃ / methanol / 3 h / 20 °C

2: 85 percent / methanol / 24 h / 20 °C

3: 77 percent / aq. NaIO₄ / CH₂Cl₂ / 1 h / 20 °C

With sodium periodate; potassium carbonate; In methanol; dichloromethane;

DOI:10.1002/1521-3765(20010601)7:11<2466::AID-CHEM24660>3.0.CO;2-4

upstream raw materials:

1,3-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)-5-ethynylbenzene

5-bromobenzene-1,3-dicarbaldehyde

5-ethynyl-1,3-benzenedicarboxaldehyde

1,3-Bisformyl-5-trimethylsilylacetylenebenzene