3-(3-Hydroxyphenyl)-1,3-thiazolidine-2,4-dione

Base Information

• Chemical Name: 3-(3-Hydroxyphenyl)-1,3-thiazolidine-2,4-dione
• CAS No.: 51964-26-2
• Molecular Formula: C₉H₇NO₃S
• Molecular Weight: 209.225
• DSSTox Substance ID: DTXSID00361229
• Wikidata: Q82143469
• Mol file: 51964-26-2.mol

Synonyms:3-(3-hydroxyphenyl)-1,3-thiazolidine-2,4-dione;51964-26-2;3-(3-Hydroxy-phenyl)-thiazolidine-2,4-dione;CBMicro_026479;Oprea1_104607;Oprea1_247708;F1074-0479;DTXSID00361229;BCA96426;STL035200;AKOS000523053;SDCCGMLS-0064872.P001;BIM-0026460.P001;3-(3-hydroxyphenyl)thiazolidine-2,4-dione;EN300-236033;AB00091066-01;SR-01000410247;SR-01000410247-1;F0393-0484

Chemical Property of 3-(3-Hydroxyphenyl)-1,3-thiazolidine-2,4-dione

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 209.01466426
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

3-(3-Hydroxy-phenyl)-thiazolidine-2,4-dione 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=O)N(C(=O)S1)C2=CC(=CC=C2)O

Technology Process of 3-(3-Hydroxyphenyl)-1,3-thiazolidine-2,4-dione

There total 4 articles about 3-(3-Hydroxyphenyl)-1,3-thiazolidine-2,4-dione 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:

m-Hydroxyaniline (591-27-5) → 3-(3-hydroxy-phenyl)-thiazolidine-2,4-dione (51964-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 4.5 h / 0 - 20 °C / Schlenk technique

2: acetone / 7 h / 65 °C / Schlenk technique

3: hydrogenchloride; water / 7 h / 100 °C / Schlenk technique

With hydrogenchloride; water; In dichloromethane; acetone;

DOI:10.1016/j.ejmech.2019.111955

Reference yield:

2-chloro-N-(3-hydroxyphenyl)acetamide (10147-69-0) → 3-(3-hydroxy-phenyl)-thiazolidine-2,4-dione (51964-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / 7 h / 65 °C / Schlenk technique

2: hydrogenchloride; water / 7 h / 100 °C / Schlenk technique

With hydrogenchloride; water; In acetone;

DOI:10.1016/j.ejmech.2019.111955

Reference yield:

C9H8N2O2S → 3-(3-hydroxy-phenyl)-thiazolidine-2,4-dione (51964-26-2)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 7h; Schlenk technique;

DOI:10.1016/j.ejmech.2019.111955

upstream raw materials:

N,N'-bis(3-hydroxyphenyl)thiourea

chloroacetic acid

m-Hydroxyaniline

2-chloro-N-(3-hydroxyphenyl)acetamide

Downstream raw materials:

3-(3-hydroxy-phenyl)-5-(2-oxo-1,2-dihydro-indol-3-ylidene)-thiazolidine-2,4-dione

3-(3-hydroxy-phenyl)-1,1-dioxo-1λ⁶-thiazolidine-2,4-dione