2,4-Thiazolidinedione, 5-[(2-chlorophenyl)methylene]-

Base Information

• Chemical Name: 2,4-Thiazolidinedione, 5-[(2-chlorophenyl)methylene]-
• CAS No.: 98949-12-3
• Molecular Formula: C10H6ClNO2S
• Molecular Weight: 239.682
• DSSTox Substance ID: DTXSID90385792

Synonyms:2,4-Thiazolidinedione, 5-[(2-chlorophenyl)methylene]-;98949-12-3;CBMicro_048036;DTXSID90385792;AKOS034343549;5-[(2-chlorophenyl)methylidene]-2,4-thiazolidinedione

Chemical Property of 2,4-Thiazolidinedione, 5-[(2-chlorophenyl)methylene]-

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.9807773
• Heavy Atom Count: 15
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=C2C(=O)NC(=O)S2)Cl

Technology Process of 2,4-Thiazolidinedione, 5-[(2-chlorophenyl)methylene]-

There total 7 articles about 2,4-Thiazolidinedione, 5-[(2-chlorophenyl)methylene]- 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%

thiazoline-2,4-dione (2295-31-0) + 2-chloro-benzaldehyde (89-98-5) → (Z)-5-(2-chlorobenzylidene)-thiazolidin-2,4-dione (98949-12-3)

Guidance literature:

With Fe₃O₄/SiO₂-NH₂/Cu(II); In ethanol; for 0.5h; Catalytic behavior; Reflux; Green chemistry;

DOI:10.1007/s11243-017-0159-3

Reference yield: 78.6%

thiazoline-2,4-dione (2295-31-0) + sodium (2-chlorophenyl)(hydroxy)methanesulfonate → (Z)-5-(2-chlorobenzylidene)-thiazolidin-2,4-dione (98949-12-3)

Guidance literature:

With acetic anhydride; In toluene; at 55 - 110 ℃; for 12h;

DOI:10.1016/j.tetlet.2014.06.082

Reference yield: 78.0%

→ (Z)-5-(2-chlorobenzylidene)-thiazolidin-2,4-dione (98949-12-3)

Guidance literature:

With sodium acetate; acetic acid; for 6h; Reflux;

upstream raw materials:

5-[1-(2-Chloro-phenyl)-meth-(E)-ylidene]-2-methylsulfanyl-thiazol-4-one

(E,Z)-5-(2-chlorophenylmethylene)-4-oxo-2-thioxothiazolidine

thiazoline-2,4-dione

2-chloro-benzaldehyde

Downstream raw materials:

(Z)-5-(2-chlorobenzylidene)-3-[(7-hydroxy-2-oxo-2H-chromen-4-yl)methyl]thiazolidine-2,4-dione

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