5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine

Base Information

• Chemical Name: 5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine
• CAS No.: 1402411-14-6
• Molecular Formula: C₂₅H₂₅NSSn
• Molecular Weight: 490.256
• Mol file: 1402411-14-6.mol

Synonyms:5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine

Chemical Property of 5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine

There total 4 articles about 5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine 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:

trimethyltin(IV)chloride (1066-45-1) + N,N-diphenyl-4-(thiophen-2-yl)aniline → 5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine (1402411-14-6)

Guidance literature:

N,N-diphenyl-4-(thiophen-2-yl)aniline; With n-butyllithium; In tetrahydrofuran; at -10 ℃; for 0.5h; Inert atmosphere;

trimethyltin(IV)chloride; In tetrahydrofuran; dichloromethane; at -10 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201201321 DOI:10.1002/chem.201201321

Reference yield:

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → 5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine (1402411-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

2.2: -10 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; water;

DOI:10.1002/chem.201201321 DOI:10.1002/chem.201201321

Reference yield:

N,N-diphenyl-4-(trimethylstannyl)aniline (1361418-08-7) → 5-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-2-(trimethylstannyl)pyrazine (1402411-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Inert atmosphere; Schlenk technique

2: n-butyllithium / tetrahydrofuran / Inert atmosphere; Schlenk technique

With n-butyllithium; In tetrahydrofuran; 1: |Stille Cross Coupling;

DOI:10.1016/j.dyepig.2013.08.016

upstream raw materials:

trimethyltin(IV)chloride

4-N,N-diphenylamino-1-bromobenzene

N,N-diphenyl-4-(trimethylstannyl)aniline

4-(diphenylamino)phenylboronic pinacol ester

Downstream raw materials:

4,4'-(5',5'''-(5-fluorobenzo[c][1,2,5]thiadiazole-4,7-diyl)bis([2'',2'''-bithiophene]-5'',5'-diyl))bis(N,N-diphenylaniline)

4,4'-(5',5'''-(5,6-difluorobenzo[c][1,2,5]thiadiazole-4,7-diyl)bis([2'',2'''-bithiophene]-5'',5'-diyl))

C₅₈H₃₈N₄S₅

C₄₅H₃₂N₂O₂S₂