2,3-Diphenyl-4-thiazolidinone

Base Information

• Chemical Name: 2,3-Diphenyl-4-thiazolidinone
• CAS No.: 29291-15-4
• Molecular Formula: C15H13NOS
• Molecular Weight: 255.34
• Hs Code.: 2934999090
• NSC Number: 105182
• DSSTox Substance ID: DTXSID501307450
• Nikkaji Number: J48.817H
• ChEMBL ID: CHEMBL2414215
• Mol file: 29291-15-4.mol

Synonyms:2,3-Diphenyl-4-thiazolidinone;2,3-Diphenylthiazolidin-4-one;2,3-diphenyl-1,3-thiazolidin-4-one;29291-15-4;2,3-Diphenyl-4-thiazolidone;4-Thiazolidinone, 2,3-diphenyl-;NSC 105182;BRN 0198196;AI3-26547;4-27-00-02743 (Beilstein Handbook Reference);NSC105182;NCIOpen2_007204;4-Thiazolidinone,3-diphenyl-;IFLab1_000062;CHEMBL2414215;WLN: T5NV DSTJ AR& ER;DTXSID501307450;HMS1412C18;2,3-diphenyl-1,3-thiazolan-4-one;STK386442;AKOS001603194;AKOS016245151;CCG-105520;NSC-105182;IDI1_008281;2,3-DIPHENYL-THIAZOLIDIN-4-ONE;LS-151716;CS-0358955;PK04_181242;AE-641/00651023;SR-01000421263;SR-01000421263-1;BRD-A59153366-001-01-0

Chemical Property of 2,3-Diphenyl-4-thiazolidinone

Chemical Property:

• Vapor Pressure: 2.55E-10mmHg at 25°C
• Refractive Index: 1.651
• Boiling Point: 504.9 °C at 760 mmHg
• Flash Point: 259.2 °C
• PSA: 45.61000
• Density: 1.25 g/cm³
• LogP: 3.53020
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 255.07178521
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N(C(S1)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 2,3-Diphenyl-4-thiazolidinone

There total 10 articles about 2,3-Diphenyl-4-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: 97.0%

benzaldehyde (100-52-7) + mercaptoacetic acid (68-11-1) + aniline (62-53-3) → 2,3-diphenyl-1,3-thiazolidin-4-one (29291-15-4)

Guidance literature:

In toluene; for 1h; Reagent/catalyst; Solvent; Schlenk technique; Irradiation;

DOI:10.1016/j.jphotochem.2020.112786

Reference yield: 97.0%

benzylidene phenylamine (538-51-2) + mercaptoacetic acid (68-11-1) → 2,3-diphenyl-1,3-thiazolidin-4-one (29291-15-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; In toluene; at 110 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; regioselective reaction; Green chemistry;

DOI:10.1016/j.cclet.2015.10.029

Reference yield: 94.0%

benzaldehyde (100-52-7) + mercaptoacetic acid (68-11-1) + Phenyl azide (622-37-7) → 2,3-diphenyl-1,3-thiazolidin-4-one (29291-15-4)

Guidance literature:

benzaldehyde; Phenyl azide; With triphenylphosphine; In neat (no solvent);

mercaptoacetic acid; In neat (no solvent); at 130 ℃; for 0.166667h; Sealed tube; Microwave irradiation;

DOI:10.1002/jhet.1705

upstream raw materials:

2-mercaptothioacetic acid

benzylidene phenylamine

mercaptoacetic acid

benzaldehyde

Downstream raw materials:

5-(2-benzyl-1-methyl-1,4-dihydropyridin-4-yl)-2,3-diphenyl-4-thiazolidone

5-Benzyliden-2,3-diphenylthiazolidin-4-one

2,3-diphenyl-4-oxothiazolidine 1-oxide

5-Bromo-2,3-diphenyl-thiazolidin-4-one

Refernces

• 1、 Lashkari, Mojtaba,Ghashang, Majid. "Preparation of thiazolidin-4-one derivatives using ZnO–NiO–NiFe2O4 nano-composite system". . p. 589 - 597. Retrieved 2020/10/15.
• 2、 Saeedian Moghadam, Ebrahim,Sameem, Bilqees,Abdel-Jalil, Raid,Faramarzi, Mohammad Ali,Amini, Mohsen. "5-Benzylidene-2,3-diarylthiazolidine-4-ones: Design, synthesis, spectroscopic characterization, in vitro biological and computational evaluation". supporting information. p. 2668 - 2683. Retrieved 2021/07/19.