(5E)-5-(4-chlorobenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one

Base Information

• Chemical Name: (5E)-5-(4-chlorobenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one
• CAS No.: 81154-18-9
• Molecular Formula: C₁₀H₆ClNOS₂
• Molecular Weight: 255.749
• DSSTox Substance ID: DTXSID30362486
• Wikidata: Q82145609
• Mol file: 81154-18-9.mol

Synonyms:81154-18-9;(5E)-5-(4-chlorobenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one;(5E)-5-[(4-chlorophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one;(E)-5-(4-Chlorobenzylidene)-2-mercaptothiazol-4(5H)-one;SCHEMBL20816059;Rhodanine, 5-p-chlorobenzylidene;DTXSID30362486;MFCD04969011;AKOS000307463;AKOS000409209;BIM-0032394.P001;SR-01000196955;SR-01000196955-1;Z44301461;Thiazolidin-4-one, 5-(4-chlorobenzylidene)-2-thioxo-

Chemical Property of (5E)-5-(4-chlorobenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one

Chemical Property:

• Vapor Pressure: 1.41E-06mmHg at 25°C
• Boiling Point: 399°C at 760 mmHg
• PKA: 7.42±0.30(Predicted)
• Flash Point: 195.1°C
• PSA: 93.53000
• Density: 1.54g/cm³
• LogP: 2.67570
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 254.9579339
• Heavy Atom Count: 15
• Complexity: 321

Purity/Quality:

98%min ^*data from raw suppliers

(5E)-5-(4-Chlorobenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C2C(=O)NC(=S)S2)Cl
• Isomeric SMILES: C1=CC(=CC=C1/C=C/2\C(=O)NC(=S)S2)Cl

Technology Process of (5E)-5-(4-chlorobenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one

There total 14 articles about (5E)-5-(4-chlorobenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one 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: 96.2%

2-thioxo-4-thiazolidinone (141-84-4) + 4-chlorobenzaldehyde (104-88-1) → 5-(4-chlorobenzylidene)rhodanine (6318-37-2,81154-18-9)

Guidance literature:

With sodium acetate; acetic anhydride; In acetic acid; Heating;

Reference yield: 95.0%

2-thioxo-4-thiazolidinone (141-84-4) + 4-chlorobenzaldehyde (104-88-1) → (Z)-5-(4-chlorobenzylidene)-2-sulfanylidenethiazolidin-4-one (81154-19-0,81154-18-9)

Guidance literature:

With sodium acetate; In acetic acid; at 110 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2013.12.113

Reference yield: 87.0%

2-thioxo-4-thiazolidinone (141-84-4) + 4-chlorobenzaldehyde (104-88-1) → (Z)-5-(4-chlorobenzylidene)-2-thioxo-thiazolidine-4-one (81154-18-9)

Guidance literature:

With piperidine; silica gel; acetic acid; for 0.116667h; microwave irradiation;

DOI:10.1002/jhet.5570430413

upstream raw materials:

5-chloromethylene-2-thioxo-thiazolidin-4-one

chlorobenzene

4-chlorobenzaldehyde

5-(1-methyl-3-oxo-butylidene)-2-thioxo-thiazolidin-4-one

Downstream raw materials:

3-(4-chlorophenyl)propionic amide