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

Base Information

• Chemical Name: 2,4-Thiazolidinedione, 5-[(4-bromophenyl)methylene]-
• CAS No.: 24044-46-0
• Molecular Formula: C10H6BrNO2S
• Molecular Weight: 284.133
• DSSTox Substance ID: DTXSID20389167
• Mol file: 24044-46-0.mol

Synonyms:2,4-Thiazolidinedione, 5-[(4-bromophenyl)methylene]-;5-[(4-bromophenyl)methylidene]-1,3-thiazolidine-2,4-dione;24044-46-0;CBMicro_048148;SCHEMBL1250576;DTXSID20389167;AKOS034343550;5-[1-(4-Bromo-phenyl)-methylidene]-thiazolidine-2,4-dione

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

Chemical Property:

• PSA: 74.96000
• LogP: 3.04890
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 282.93026
• Heavy Atom Count: 15
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

5-[(E)-(4-BROMOPHENYL)METHYLIDENE]-1,3-THIAZOLANE-2,4-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C2C(=O)NC(=O)S2)Br

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

There total 3 articles about 2,4-Thiazolidinedione, 5-[(4-bromophenyl)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: 92.0%

thiazoline-2,4-dione (2295-31-0) + 4-bromo-benzaldehyde (1122-91-4) → 5-(4-bromobenzylidene)-1,3-thiazolidine-2,4-dione (24044-46-0)

Guidance literature:

With piperidine; acetic acid; In toluene; at 80 ℃; Dean-Stark;

Reference yield: 24.0%

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione (123043-88-9,33458-26-3) + 4-bromo-benzaldehyde (1122-91-4) + chloroacetic acid (79-11-8) → 5-(4-bromobenzylidene)-1,3-thiazolidine-2,4-dione (24044-46-0)

Guidance literature:

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione; 4-bromo-benzaldehyde; chloroacetic acid; With sodium acetate; In acetic acid; for 18h; Reflux;

With acetic acid; at 20 ℃; for 24h;

DOI:10.1002/jhet.323

Reference yield: 24.0%

ethyl 5-phenyl-7-methyl-2-(4-bromophenyl)methylene-3-oxo-2,3-dihydro-5H-thiazolo[a-2,3]pyrimidine-6-carboxylate → 5-(4-bromobenzylidene)-1,3-thiazolidine-2,4-dione (24044-46-0)

Guidance literature:

With water; In acetic acid; for 18h;

DOI:10.1002/jhet.323

upstream raw materials:

thiazoline-2,4-dione

4-bromo-benzaldehyde

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione

chloroacetic acid

Downstream raw materials:

5-(4-bromo-benzylidene)-4-thioxo-thiazolidin-2-one

5-(4-bromo-benzylidene)-3-hydroxymethyl-thiazolidine-2,4-dione

5-[1-(4-Bromo-phenyl)-meth-(E)-ylidene]-3-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-thiazolidine-2,4-dione

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{5-[1-(4-bromo-phenyl)-meth-(E)-ylidene]-2,4-dioxo-thiazolidin-3-yl}-tetrahydro-furan-3-yl ester

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