10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine

Base Information

• Chemical Name: 10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine
• CAS No.: 1392069-92-9
• Molecular Formula: C₃₉H₃₇NSSi
• Molecular Weight: 579.881
• Mol file: 1392069-92-9.mol

Synonyms:10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine

Chemical Property of 10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine

There total 5 articles about 10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine 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: 89.0%

3-(4'-iodo-2,2',6,6'-tetramethylbiphenyl-4-yl)-10-phenyl-10H-phenothiazine (1392069-90-7) + trimethylsilylacetylene (1066-54-2) → 10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine (1392069-92-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 70 ℃; for 6h; Inert atmosphere; Sealed tube;

DOI:10.1007/s11164-012-0642-6

Reference yield:

3-[(1E)-3,3-diethyltriaz-1-en-1-yl]-10-phenyl-10H-phenothiazine (1392069-84-9) → 10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine (1392069-92-9)

Guidance literature:

Multi-step reaction with 4 steps

1: methyl iodide; iodine / toluene / 2 h / 55 °C / Inert atmosphere; Sealed tube

2: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium acetate / dimethyl sulfoxide / 1 h / 80 °C / Inert atmosphere

3: palladium diacetate; caesium carbonate / N,N-dimethyl-formamide / 1 h / 110 °C / Inert atmosphere

4: bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide / tetrahydrofuran / 6 h / 70 °C / Inert atmosphere; Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); iodine; potassium acetate; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; methyl iodide; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1007/s11164-012-0642-6

Reference yield:

10-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10H-phenothiazine (1333324-92-7) → 10-phenyl-3-{2,2',6,6'-tetramethyl-4'-[(trimethylsilyl)ethynyl]biphenyl-4-yl}-10H-phenothiazine (1392069-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; caesium carbonate / N,N-dimethyl-formamide / 1 h / 110 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide / tetrahydrofuran / 6 h / 70 °C / Inert atmosphere; Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1007/s11164-012-0642-6

upstream raw materials:

3-[(1E)-3,3-diethyltriaz-1-en-1-yl]-10-phenyl-10H-phenothiazine

3-iodo-10-phenyl-10H-phenothiazine

3-amino-10-phenyl-10H-phenothiazine

10-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10H-phenothiazine