2-Thiazolidinone

Base Information

• Chemical Name: 2-Thiazolidinone
• CAS No.: 2682-49-7
• Molecular Formula: C3H5NOS
• Molecular Weight: 103.145
• Hs Code.: 2934999090
• European Community (EC) Number: 608-003-4
• NSC Number: 122613
• UNII: M6U1ZG59XD
• DSSTox Substance ID: DTXSID8074815
• Nikkaji Number: J134.976G
• Wikidata: Q27283567
• Mol file: 2682-49-7.mol

Synonyms:Thiazolidin-2-one;2682-49-7;2-Thiazolidinone;1,3-thiazolidin-2-one;1,3-Thiazolan-2-one;Oxothiazolidine;C3H5NOS;2-oxothiazolidine;MFCD01332388;UNII-M6U1ZG59XD;M6U1ZG59XD;Thiazolidone;NSC 122613;NSC-122613;hydroxythiazoline;SCHEMBL39416;OXOTHIAZOLIDINE [INCI];DTXSID8074815;OTZ 100 (PRO-TAURINE);1,3-thiazolidin-2-one, AldrichCPR;NSC122613;STL140859;AKOS005071882;BE-0742;CS-W023026;SY037960;FT-0652799;T3926;EN300-08013;Tetrahydrothiazolyl thione 1,3-Thiazolidin-2-one;Tetrahydrothiazolyl thione;1,3-Thiazolidin-2-one;Q27283567;Z55928860

Chemical Property of 2-Thiazolidinone

Chemical Property:

• Vapor Pressure: 0.00414mmHg at 25°C
• Melting Point: 53-54 °C
• Refractive Index: 1.543
• Boiling Point: 247.6 °C at 760 mmHg
• PKA: 12.78±0.20(Predicted)
• Flash Point: 103.5 °C
• PSA: 54.40000
• Density: 1.278 g/cm³
• LogP: 0.77160
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 103.00918496
• Heavy Atom Count: 6
• Complexity: 73.2

Purity/Quality:

99%, ^*data from raw suppliers

2-Thiazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=O)N1
• Uses: lythidathion intermedia; agriculture intermedia;fosthiazate; lythidathion; fungicide;pesticide;plant growth modifier 2-Thiazolidinone is used in the synthesis of (S)-4-iso-butylthiazolidin-2-one and (S)-4-benzylthiazolidin-2-one that show inhibitive activities against Candida albicans and Escherichia coli.

Technology Process of 2-Thiazolidinone

There total 18 articles about 2-Thiazolidinone 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: 98.0%

carbon monoxide (201230-82-2) + Cysteamine (60-23-1) → thiazolidine-2-one (2682-49-7)

Guidance literature:

With selenium; oxygen; acetonitrile;

Reference yield: 85.0%

2-mercaptoethylamine hydrochloride (156-57-0) + urea (57-13-6) → thiazolidine-2-one (2682-49-7)

Guidance literature:

at 180 ℃; for 3h; Temperature; Time; Concentration;

DOI:10.14233/ajchem.2014.15794

Reference yield: 80.0%

carbon oxide sulfide (463-58-1) + 2-bromoethylamine hydrobromide (2576-47-8) → thiazolidine-2-one (2682-49-7)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 1h;

upstream raw materials:

S-(2-aminoethyl)-S’-benzyldithiocarbonate hydrochloride

(4,5-dihydro-thiazol-2-yl)-nitroso-amine

phosgene

Cysteamine

Downstream raw materials:

2,4-dibromo-1,3-thiazole

C₁₂H₁₄BrNO₃S

C₁₂H₁₄BrNO₃S

Refernces

• 1、 Shen, Li Hong,Wang, Hai Xian,Zhang, Le,Zhang, Jun. "One-step synthesis of 2-thiazolidinone". . p. 939 - 940. Retrieved 2014.
• 2、 Song, Hai-Xia,Han, Zhou-Zhou,Zhang, Cheng-Pan. "Concise and Additive-Free Click Reactions between Amines and CF3SO3CF3". supporting information. p. 10907 - 10912. Retrieved 2019/08/02.
• 3、 Perez, Christian,Monserrat, Jean-Philippe,Chen, Yao,Cohen, Seth M.. "Exploring hydrogen peroxide responsive thiazolidinone-based prodrugs". supporting information. p. 7116 - 7119. Retrieved 2015/04/27.