2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole

Base Information

• Chemical Name: 2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole
• CAS No.: 1609929-85-2
• Molecular Formula: C₂₇H₃₃NS₆Si
• Molecular Weight: 592.047
• Mol file: 1609929-85-2.mol

Synonyms:2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole

Chemical Property of 2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole

There total 9 articles about 2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole 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: 68.0%

2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-(1,3)-dithiolo[4,5-c]pyrrole (960365-02-0) + 1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) → 2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole (1609929-85-2)

Guidance literature:

2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-(1,3)-dithiolo[4,5-c]pyrrole; 1-iodo-4-(trimethylsilylethynyl)benzene; With potassium phosphate; copper(l) iodide; In tetrahydrofuran; for 0.333333h; Inert atmosphere;

With trans-1,2-Diaminocyclohexane; In tetrahydrofuran; at 115 ℃; for 3h; Microwave irradiation; Inert atmosphere;

DOI:10.1002/chem.201302461

Reference yield:

5-tosyl-[1,3]dithiolo[4,5-c]pyrrol-2-one (250687-28-6) → 2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole (1609929-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethyl phosphite / 1.47 h / 130 °C / Inert atmosphere

2.1: methanol; sodium methylate / tetrahydrofuran; methanol / 1.5 h / Inert atmosphere; Reflux

3.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 0.33 h / Inert atmosphere

3.2: 3 h / 115 °C / Microwave irradiation; Inert atmosphere

With methanol; potassium phosphate; copper(l) iodide; sodium methylate; triethyl phosphite; In tetrahydrofuran; methanol;

DOI:10.1002/chem.201302461

Reference yield:

N-tosyl-2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-(1,3)-dithiolo[4,5-c]pyrrole (960365-01-9) → 2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole (1609929-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol; sodium methylate / tetrahydrofuran; methanol / 1.5 h / Inert atmosphere; Reflux

2.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 0.33 h / Inert atmosphere

2.2: 3 h / 115 °C / Microwave irradiation; Inert atmosphere

With methanol; potassium phosphate; copper(l) iodide; sodium methylate; In tetrahydrofuran; methanol;

DOI:10.1002/chem.201302461

upstream raw materials:

5-tosyl-[1,3]dithiolo[4,5-c]pyrrol-2-one

4,5-bis(2-butylsulfanyl)-1,3-dithiole-2-thione

N-tosyl-2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-(1,3)-dithiolo[4,5-c]pyrrole

2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-(1,3)-dithiolo[4,5-c]pyrrole

Downstream raw materials:

2-[4,5-bis(butylthio)-1,3-dithiol-2-ylidene]-5-(4-ethynylphenyl)-[1,3]dithiolo[4,5-c]pyrrole