5-(4-Hydroxy-3-methoxybenzylidene)rhodanine

Base Information

• Chemical Name: 5-(4-Hydroxy-3-methoxybenzylidene)rhodanine
• CAS No.: 5447-37-0
• Molecular Formula: C11H9 N O3 S2
• Molecular Weight: 267.329
• Hs Code.: 2934999090
• European Community (EC) Number: 668-727-1
• Pharos Ligand ID: MPBQZ3W64BCQ
• ChEMBL ID: CHEMBL1973098
• Mol file: 5447-37-0.mol

Synonyms:5-(4-Hydroxy-3-methoxybenzylidene)rhodanine;Kinome_3040;SCHEMBL2199252;CHEMBL1973098;OWXPWWRBBBGOLO-UHFFFAOYSA-N;AKOS030690532;FT-0679524;5-[1-(4-hydroxy-3-methoxy-phenyl)-methylidene]-2-thioxo-thiazolidin-4-one

Chemical Property of 5-(4-Hydroxy-3-methoxybenzylidene)rhodanine

Chemical Property:

• Vapor Pressure: 2.23E-08mmHg at 25°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 122.99000
• Density: 1.53g/cm³
• LogP: 1.73650
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 267.00238550
• Heavy Atom Count: 17
• Complexity: 370

Purity/Quality:

98%min ^*data from raw suppliers

(5E)-5-(4-Hydroxy-3-methoxybenzylidene)-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: COC1=C(C=CC(=C1)C=C2C(=O)NC(=S)S2)O

Technology Process of 5-(4-Hydroxy-3-methoxybenzylidene)rhodanine

There total 5 articles about 5-(4-Hydroxy-3-methoxybenzylidene)rhodanine 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: 90.0%

2-thioxo-4-thiazolidinone (141-84-4) + vanillin (121-33-5,8014-42-4) → 5-(4-hydroxy-3-methoxybenzylidene)-2-thioxothiazolidin-4-one (5447-37-0)

Guidance literature:

With sodium bromide; In ethanol; at 20 ℃; for 0.666667h; Electrolysis;

DOI:10.1080/10426507.2012.717134

Reference yield: 84.0%

2-thioxo-4-thiazolidinone (141-84-4) + vanillin (121-33-5,8014-42-4) → (5Z)-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one (5447-37-0)

Guidance literature:

vanillin; With propylamine; at 60 ℃; for 0.5h; microwave irradiation;

2-thioxo-4-thiazolidinone; at 80 ℃; for 0.5h; Further stages.; microwave irradiation;

DOI:10.1016/j.tetlet.2007.06.078

Reference yield: 60.0%

→ (5Z)-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one (5447-37-0)

Guidance literature:

In water; at 65 ℃; for 192h;

upstream raw materials:

2-thioxo-4-thiazolidinone

vanillin

2-(4-hydroxy-3-methoxybenzylidene)malononitrile

Downstream raw materials:

2-thioxo-5-vanillylidene-3-xanthen-9-yl-thiazolidin-4-one

5-[(4-hydroxy-3-methoxyphenyl)methylene]-2-(methylthio)-4-thiazolone

5-(3-bromo-4-hydroxy-5-methoxy-benzylidene)-2-thioxo-thiazolidin-4-one

Refernces

• 1、 Bazureau, Jean-Pierre,Bourahla, Khadidja,Carreaux, Fran?ois,Charlier, Thierry,Durieu, Emilie,Guihéneuf, Solène,Le Guével, Rémy,Limanton, Emmanuelle,Lozach, Olivier,Meijer, Laurent,Paquin, Ludovic,Rahmouni, Mustapha. "Design and microwave synthesis of new (5z) 5-arylidene-2-thioxo-1,3-thiazolinidin-4-one and (5z) 2-amino-5-arylidene-1,3-thiazol-4(5h)-one as new inhibitors of protein kinase dyrk1a". supporting information. . Retrieved 2021/11/08.
• 2、 Noorulla,Suresh, Ayyadurai Jerad,Devaraji, Vinod,Mathew, Bijo,Umesh, Devi. "Molecular modeling of drug-pathophysiological Mtb protein targets: Synthesis of some 2-thioxo-1, 3-thiazolidin-4-one derivatives as anti-tubercular agents". . p. 682 - 696. Retrieved 2017/07/13.