(Z)-5-(4-hydroxybenzylidene)-2-thioxothiazolidin-4-one

Base Information

• Chemical Name: (Z)-5-(4-hydroxybenzylidene)-2-thioxothiazolidin-4-one
• CAS No.: 6339-79-3
• Molecular Formula: C10H7 N O2 S2
• Molecular Weight: 237.303
• European Community (EC) Number: 636-327-6
• NSC Number: 43399
• DSSTox Substance ID: DTXSID10361295
• Nikkaji Number: J3.298.689G
• Wikidata: Q76119852
• ChEMBL ID: CHEMBL487697
• Mol file: 6339-79-3.mol

Synonyms:(Z)-5-(4-hydroxybenzylidene)-2-thioxothiazolidin-4-one;81154-14-5;6339-79-3;CHEMBL487697;(5Z)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one;4-Thiazolidinone, 5-[(4-hydroxyphenyl)methylene]-2-thioxo-;(5Z)-5-(4-hydroxybenzylidene)-2-sulfanyl-1,3-thiazol-4(5H)-one;NSC43399;5-(4-hydroxybenzylidene)-2-thioxothiazolidin-4-one;SCHEMBL8174880;DTXSID10361295;Rhodanine, 5-p-hydroxybenzylidene-;BBL017232;BDBM50247599;NSC-43399;STK442526;AKOS000287909;AKOS003313237;MS-1478;E84160;F0370-0003;(Z)-5-(4''-Hydroxybenzylidene)-2-thioxothiazolidin-4-one;(z)-5-(4-hydroxybenzylidene)-2-thioxo-thiazolidine-4-one;5-(4-hydroxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one;5-[(Z)-4-Hydroxybenzylidene]-2-thioxothiazolidine-4-one;5-[(4-hydroxyphenyl)methylene]-2-thioxo-1,3-thiazolan-4-one;5-[(Z)-(4-hydroxyphenyl)methylidene]-2-sulfanyl-1,3-thiazol-4-one;(5Z)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanyl-4,5-dihydro-1,3-thiazol-4-one

Chemical Property of (Z)-5-(4-hydroxybenzylidene)-2-thioxothiazolidin-4-one

Chemical Property:

• PSA: 106.72000
• Density: 1.56g/cm³
• LogP: 2.20980
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 236.99182081
• Heavy Atom Count: 15
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-5-(4-hydroxybenzylidene)-2-thioxothiazolidin-4-one

There total 1 articles about (Z)-5-(4-hydroxybenzylidene)-2-thioxothiazolidin-4-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: 95.0%

2-thioxo-4-thiazolidinone (141-84-4) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (4-hydroxyphenyl)methylene-2-thioxo-4-thiazolidinone (6339-79-3)

Guidance literature:

With potassium acetate; In acetic acid; for 18h; Heating;

DOI:10.1016/S0040-4020(03)00906-2

Reference yield: 84.0%

(4-hydroxyphenyl)methylene-2-thioxo-4-thiazolidinone (6339-79-3) → 3-(4-hydroxyphenyl)-2-sulfanylpropenoic acid (29529-80-4)

Guidance literature:

With sodium hydroxide; In water; for 0.166667h; Heating;

DOI:10.1016/S0040-4020(03)00906-2

Reference yield: 71.07%

ethyl 2-bromoisobutyrate (600-00-0) + (4-hydroxyphenyl)methylene-2-thioxo-4-thiazolidinone (6339-79-3) → 2-methyl-2-[4-(4-oxo-2-thioxothiazolidin-5-ylidenemethyl)phenoxy]propionic acid ethyl ester

Guidance literature:

With potassium carbonate; for 0.333333h; Microwave irradiation;

DOI:10.1007/s00044-017-1875-0

upstream raw materials:

2-thioxo-4-thiazolidinone

4-hydroxy-benzaldehyde

Downstream raw materials:

3-(4-hydroxyphenyl)-2-sulfanylpropenoic acid

methyl 3-p-hydroxyphenyl-2-mercaptoacrylate

(4-acetyloxyphenyl)methylene-2-thioxo-4-thiazolidinone