3-Benzoylthiazolidine-2-thione

Base Information

• Chemical Name: 3-Benzoylthiazolidine-2-thione
• CAS No.: 70326-37-3
• Molecular Formula: C10H9NOS2
• Molecular Weight: 223.32
• DSSTox Substance ID: DTXSID60356999
• Nikkaji Number: J456.598C
• Wikidata: Q72440497
• ChEMBL ID: CHEMBL1304296
• Mol file: 70326-37-3.mol

Synonyms:3-Benzoylthiazolidine-2-thione;70326-37-3;3-BENZOYL-1,3-THIAZOLIDINE-2-THIONE;Phenyl(2-thioxothiazolidin-3-yl)methanone;phenyl-(2-sulfanylidene-1,3-thiazolidin-3-yl)methanone;BAS 00124942;Phenyl-(2-thioxo-thiazolidin-3-yl)-methanone;MLS000523699;3-Benzoylthiazolidine-2-thion;SCHEMBL2685197;CHEMBL1304296;DTXSID60356999;HMS2384I03;MFCD00457448;STK371256;AKOS005445658;AS-62705;SMR000122772;B3571;CS-0269738;EN300-302578;T71249;phenyl(2-thioxo-1,3-thiazolidin-3-yl)methanone;A918023;SR-01000314849;SR-01000314849-1

Chemical Property of 3-Benzoylthiazolidine-2-thione

Chemical Property:

• Melting Point: 113-114℃
• Boiling Point: 349.9±25.0 °C(Predicted)
• PKA: -2.49±0.20(Predicted)
• PSA: 77.70000
• Density: 1.39
• LogP: 2.09840
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 223.01255626
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Benzoylthiazolidine-2-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=S)N1C(=O)C2=CC=CC=C2
• Uses: thiazolidin e thione pharmaceutical intermediate 3-Benzoylthiazolidine-2-thione is a useful reactant for the synthesis of organic compounds such as 2-?(1-?acylazetidin-?3-?yl)?thio-?1,?3-?thiazolines, and E)?-?1-?Hydroxy-?2-?methyl-?but-?2-?enyl 4-?diphosphate.

Technology Process of 3-Benzoylthiazolidine-2-thione

There total 7 articles about 3-Benzoylthiazolidine-2-thione 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%

thiazolidine-2-thione (134469-06-0) + benzoyl chloride (98-88-4) → phenyl(2-thioxothiazolidin-3-yl)methanone (70326-37-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 50 ℃; for 0.5h;

Reference yield: 97.0%

thallium salt of Δ2-1,3-thiazoline-2-thiol (63987-96-2) + benzoyl chloride (98-88-4) → phenyl(2-thioxothiazolidin-3-yl)methanone (70326-37-3)

Guidance literature:

In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield: 86.0%

thiazolidine-2-thione (134469-06-0) + benzoic acid (65-85-0,8013-63-6) → phenyl(2-thioxothiazolidin-3-yl)methanone (70326-37-3)

Guidance literature:

benzoic acid; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.333333h;

thiazolidine-2-thione; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1039/c4cc09921d

upstream raw materials:

thiazolidine-2-thione

benzoyl chloride

benzoic acid

thallium salt of Δ²-1,3-thiazoline-2-thiol

Downstream raw materials:

2-(1-benzoylazetidin-3-yl)thio-1,3-thiazoline

N-[({[(2E)-4-(tert-butyl(diphenyl)silyloxy)-3-methylbut-2-en-1-yl]oxy}amino)sulfonyl]benzamide

N-[2-Oxo-2-(2-thioxo-thiazolidin-3-yl)-ethyl]-benzamide

PhCO-Gly-PheOMe

Refernces

• 1、 -. "REACTIVE OXYGEN SPECIES-BASED PRODRUGS". Paragraph 0275; 0276; 0283. . Retrieved 2015/02/05.
• 2、 -. "NOVEL VINBLASTINE DERIVATIVES, THEIR PREPARATION, USE AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAID DERIVATIVES". Page/Page column 21. . Retrieved 2009/12/05.