5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione

Base Information

• Chemical Name: 5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione
• CAS No.: 646519-90-6
• Molecular Formula: C₂₀H₂₀N₂O₆S₂
• Molecular Weight: 448.521
• Mol file: 646519-90-6.mol

Synonyms:5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione

Chemical Property of 5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione

There total 13 articles about 5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene 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: 75.0%

5-{4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzylidene}-2,4-thiazolidene dione (646519-84-8) + methanesulfonyl chloride (124-63-0) → 5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione (646519-90-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 5 ℃; for 2h;

Reference yield: 29.0%

thiazoline-2,4-dione (2295-31-0) + 4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzaldehyde → 5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione (646519-90-6)

Guidance literature:

With piperidine; acetic acid; In toluene; at 120 - 130 ℃; for 4h;

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione (646519-90-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / tert-butyl alcohol / 1.17 h / Reflux

1.2: 11 h / Reflux

2.1: triethylamine / dichloromethane / 4 h / 0 - 5 °C

3.1: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C

With piperidine; potassium carbonate; acetic acid; triethylamine; In dichloromethane; toluene; tert-butyl alcohol;

upstream raw materials:

5-{4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzylidene}-2,4-thiazolidene dione

methanesulfonyl chloride

5-ethyl-2-(2-hydroxyethyl)pyridine

2-(5-ethyl-1-oxypyridin-2-yl)ethanol

Downstream raw materials:

Pioglitazone

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride