1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione

Base Information

• Chemical Name: 1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione
• CAS No.: 1312292-09-3
• Molecular Formula: C₁₉H₁₆BrClO₂S₂
• Molecular Weight: 455.824

Synonyms:1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione

Chemical Property of 1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione

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Technology Process of 1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione

There total 7 articles about 1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-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:

2-chloro-5-methylthiophene (17249-82-0) + C14H12BrClO2S → 1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione (1312292-09-3)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at -15 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo201966g

Reference yield:

2-chloro-5-methylthiophene (17249-82-0) → 1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione (1312292-09-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / dichloromethane / 15.5 h / -5 - 20 °C / Inert atmosphere

2: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 4 h / -5 - 20 °C / Inert atmosphere

3: aluminum (III) chloride / dichloromethane / 16 h / -5 - 20 °C / Inert atmosphere

With aluminum (III) chloride; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; 1,2-dichloro-ethane; 1: Friedel Crafts acylation / 3: Friedel Crafts acylation;

DOI:10.1021/jo201966g

Reference yield:

C10H10Cl2O2S (1312292-08-2) + 5-bromo-2-methylbenzothiophene (7312-07-4) → 1-(5-bromo-2-methylbenzo[b]thiophen-3-yl)-5-(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione (1312292-09-3)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at -5 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo201966g

upstream raw materials:

2-chloro-5-methylthiophene

glutaric anhydride,

5-(5-chloro-2-methylthiophen-3-yl)-5-oxopentanoic acid

C₁₀H₁₀Cl₂O₂S

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