2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Base Information

• Chemical Name: 2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide
• CAS No.: 379692-11-2
• Molecular Formula: C₂₂H₁₆O₂S₃
• Molecular Weight: 408.566
• Mol file: 379692-11-2.mol

Synonyms:2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Chemical Property of 2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

There total 5 articles about 2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide 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: 95.0%

2,6-dibromo-3,5-dimethyldithieno[2,3-d:3',2'-b]thiophene-4,4-dioxide (379692-10-1) + tributylphenylstannane (960-16-7) → 2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (379692-11-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 80 ℃; for 1h; Microwave irradiation;

DOI:10.1021/ja2065522

Reference yield:

3-bromo-4-methylthiophene (30318-99-1) → 2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (379692-11-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tributyltin)sulfide / toluene / 12 h / 130 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether; hexane / 2 h / 0 - 20 °C

2.2: 12 h / 0 - 20 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 20 °C / Darkness

4.1: N-Bromosuccinimide / dichloromethane; acetic acid / 0.5 h / 20 °C / Sonication

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1 h / 80 °C / Microwave irradiation

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; bis(tributyltin)sulfide; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; hexane; dichloromethane; acetic acid; toluene;

DOI:10.1021/ja2065522

Reference yield:

3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene → 2,6-diphenyl-3,5-dimethyldithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (379692-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 20 °C / Darkness

2: N-Bromosuccinimide / dichloromethane; acetic acid / 0.5 h / 20 °C / Sonication

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1 h / 80 °C / Microwave irradiation

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetic acid; toluene;

DOI:10.1021/ja2065522

upstream raw materials:

3-bromo-4-methylthiophene

bis(4-methylthiophen-3-yl)sulfide

2,6-dibromo-3,5-dimethyldithieno[2,3-d:3',2'-b]thiophene-4,4-dioxide

tributylphenylstannane