2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline

Base Information

• Chemical Name: 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline
• CAS No.: 1643369-87-2
• Molecular Formula: C₄₂H₃₈N₂O₄S₆
• Molecular Weight: 827.171
• Mol file: 1643369-87-2.mol

Synonyms:

Chemical Property of 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline

There total 5 articles about 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline 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: 12.0%

4-iodobenzoic acid (619-58-9) + 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-diethynyl-[1,3]dithiolo[4,5-g]quinoxaline (1643369-86-1) → 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline (1643369-87-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c4cc02696a

Reference yield:

5,6-diaminobenzo[d]-1,3-dithiole-2-thione (916675-91-7) → 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline (1643369-87-2)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol / 0.5 h / Reflux; Inert atmosphere

2: mercury(II) diacetate / dichloromethane / 0.42 h

3: triethyl phosphite / toluene / 0.5 h / 130 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / -88 °C / Inert atmosphere

5: bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / 2 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; mercury(II) diacetate; tetrabutyl ammonium fluoride; diisopropylamine; triethyl phosphite; In tetrahydrofuran; ethanol; dichloromethane; toluene; 5: |Sonogashira Cross-Coupling;

DOI:10.1039/c4cc02696a

Reference yield:

1,6-bis-(tri-iso-propylsilyl)-hexa-1,5-diyne-3,4-dione (199275-03-1) → 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-bis(4-ethynylbenzoic acid)-[1,3]dithiolo[4,5-g]quinoxaline (1643369-87-2)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol / 0.5 h / Reflux; Inert atmosphere

2: mercury(II) diacetate / dichloromethane / 0.42 h

3: triethyl phosphite / toluene / 0.5 h / 130 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / -88 °C / Inert atmosphere

5: bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / 2 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; mercury(II) diacetate; tetrabutyl ammonium fluoride; diisopropylamine; triethyl phosphite; In tetrahydrofuran; ethanol; dichloromethane; toluene; 5: |Sonogashira Cross-Coupling;

DOI:10.1039/c4cc02696a

upstream raw materials:

5,6-diaminobenzo[d]-1,3-dithiole-2-thione

1,6-bis-(tri-iso-propylsilyl)-hexa-1,5-diyne-3,4-dione

4-iodobenzoic acid

2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-6,7-diethynyl-[1,3]dithiolo[4,5-g]quinoxaline