5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione

Base Information

• Chemical Name: 5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS No.: 1256639-82-3
• Molecular Formula: C₃₅H₃₁N₃O₂S₄
• Molecular Weight: 653.914
• Mol file: 1256639-82-3.mol

Synonyms:5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione

Chemical Property of 5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione

There total 3 articles about 5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione 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: 88.5%

N,N'-diethyl-2-thiobarbituric acid (5217-47-0) + 5-(N,N-di-p-tolylamino)-2,5'-bithiophene-2',5-bithiophene-2-carboxaldehyde (1219091-34-5) → 5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione (1256639-82-3)

Guidance literature:

In methanol; for 4h; Reflux;

DOI:10.1016/j.tet.2013.02.040

Reference yield:

di-p-tolylamine (620-93-9) → 5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione (1256639-82-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate / o-xylene

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 20 °C / Inert atmosphere; Reflux

4.1: methanol / 4 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate; In tetrahydrofuran; methanol; o-xylene; toluene;

DOI:10.1016/j.tet.2013.02.040

Reference yield:

2-[N,N-di(p-tolyl)amino]thiophene (89331-93-1) → 5-{[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]methylidene}-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione (1256639-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 20 °C / Inert atmosphere; Reflux

3.1: methanol / 4 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; In tetrahydrofuran; methanol; toluene;

DOI:10.1016/j.tet.2013.02.040

upstream raw materials:

di-p-tolylamine

2-[N,N-di(p-tolyl)amino]thiophene

N,N'-diethyl-2-thiobarbituric acid

5-(N,N-di-p-tolylamino)-2,5'-bithiophene-2',5-bithiophene-2-carboxaldehyde