4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline)

Base Information

• Chemical Name: 4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline)
• CAS No.: 1613306-94-7
• Molecular Formula: C₇₈H₁₁₉N₃S
• Molecular Weight: 1130.89
• Mol file: 1613306-94-7.mol

Synonyms:

Chemical Property of 4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline)

There total 7 articles about 4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline) 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: 55.7%

4-(didecylamino)phenylacetylene (752202-96-3) + 3,7-dibromo-10-decyl-10H-phenothiazine (954753-42-5) → 4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline) (1613306-94-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; for 384h; Inert atmosphere;

DOI:10.1039/c4cp00678j

Reference yield:

1-bromo dodecane (112-29-8) → 4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline) (1613306-94-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / Inert atmosphere; Reflux

2: acetic acid; N-Bromosuccinimide / chloroform / 3 h / Cooling with ice; Darkness

3: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; copper(l) iodide; triethylamine / 384 h / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; copper(l) iodide; potassium tert-butylate; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; chloroform; 3: |Sonogashira Cross-Coupling;

DOI:10.1039/c4cp00678j

Reference yield:

N,N-di(n-decyl)aniline (16088-84-9) → 4,4'-(10-decyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(N,N-didecylaniline) (1613306-94-7)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine; iodine / 1,4-dioxane / 1 h / Cooling with ice

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

3: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 1 h / 20 °C

4: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; copper(l) iodide; triethylamine / 384 h / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; iodine; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 2: |Sonogashira Cross-Coupling / 4: |Sonogashira Cross-Coupling;

DOI:10.1039/c4cp00678j

upstream raw materials:

1-bromo dodecane

N,N-di(n-decyl)aniline

10H-phenothiazine

N,N-didecyl-4-iodoaniline