5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone

Base Information

• Chemical Name: 5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone
• CAS No.: 1036017-18-1
• Molecular Formula: C₁₆H₉F₃N₂O₂S₂
• Molecular Weight: 382.387
• Mol file: 1036017-18-1.mol

Synonyms:5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone

Chemical Property of 5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone

There total 4 articles about 5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone 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: 29.0%

isonicotinaldehyde 1-oxide (7216-42-4) + 2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone (315-08-2) → 5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone (1036017-18-1)

Guidance literature:

With sodium acetate; acetic acid; for 8h; Reflux;

Reference yield:

3-trifluoromethylaniline (98-16-8) → 5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone (1036017-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / ethyl acetate / Cooling with ice

2.1: sodium hydrogencarbonate / water / 2 h / pH 8 - 9

2.2: Reflux

3.1: sodium acetate; acetic acid / 8 h / Reflux

With sodium acetate; sodium hydrogencarbonate; acetic acid; triethylamine; In water; ethyl acetate;

Reference yield:

1-isothiocyanato-3-trifluoromethyl-benzene (1840-19-3) → 5-((1-oxido-4-pyridinyl)methylene)-2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone (1036017-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / water; tetrahydrofuran / 3.5 h / 0 - 20 °C

1.2: Reflux

2.1: sodium acetate; acetic acid / 8 h / Reflux

With sodium acetate; acetic acid; triethylamine; In tetrahydrofuran; water;

upstream raw materials:

isonicotinaldehyde 1-oxide

2-thioxo-3-[3-(trifluoromethyl)phenyl]-4-thiazolidinone

3-trifluoromethylaniline

1-isothiocyanato-3-trifluoromethyl-benzene

Refernces

• 1、 Sonawane,Verkman. "Thiazolidinone CFTR inhibitors with improved water solubility identified by structure-activity analysis". experimental part. p. 8187 - 8195. Retrieved 2009/04/11.