Rhodanine, 3-phenethyl-

Base Information

• Chemical Name: Rhodanine, 3-phenethyl-
• CAS No.: 3889-20-1
• Molecular Formula: C11H11NOS2
• Molecular Weight: 237.346
• DSSTox Substance ID: DTXSID60192137
• Wikidata: Q83064767
• ChEMBL ID: CHEMBL225554
• Mol file: 3889-20-1.mol

Synonyms:3889-20-1;Rhodanine, 3-phenethyl-;3-Phenethylrhodanine;3-(2-phenylethyl)-2-thioxo-1,3-thiazolidin-4-one;3-(2-phenylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one;3-Phenethyl-2-thioxothiazolidin-4-one;BRN 0183984;Maybridge3_005729;CHEMBL225554;SCHEMBL3317084;DTXSID60192137;HMS1447E09;BBL041059;MFCD00174879;STK353605;AKOS000313320;CCG-237259;IDI1_017116;NS-03244;LS-143638;CS-0116989;EN300-230537;3-(2-Phenylethyl)-2-thioxo-thiazolidine-4-one

Chemical Property of Rhodanine, 3-phenethyl-

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Boiling Point: 369°Cat760mmHg
• Flash Point: 176.9°C
• Density: 1.34g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 237.02820632
• Heavy Atom Count: 15
• Complexity: 261

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N(C(=S)S1)CCC2=CC=CC=C2

Technology Process of Rhodanine, 3-phenethyl-

There total 11 articles about Rhodanine, 3-phenethyl- 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: 92.0%

carbon disulfide (75-15-0,12122-00-8) + phenethylamine (64-04-0) + methyl N-(chloroacetyl)carbamate (13558-70-8) → 3-(2-phenylethyl)-2-thioxo-1,3-thiazolidin-4-one (3889-20-1)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.3390/molecules25051138

Reference yield: 84.0%

bis(carboxymethyl)trithiocarbonate (6326-83-6) + N-(t-butoxycarbonyl)phenethylamine (38427-90-6) → 3-(2-phenylethyl)-2-thioxo-1,3-thiazolidin-4-one (3889-20-1)

Guidance literature:

With triethylamine; In isopropyl alcohol; at 90 ℃; for 0.75h; Microwave irradiation;

Reference yield: 65.0%

carbon disulfide (75-15-0,12122-00-8) + phenethylamine (64-04-0) + chloroacetic acid (79-11-8) → 3-(2-phenylethyl)-2-thioxo-1,3-thiazolidin-4-one (3889-20-1)

Guidance literature:

carbon disulfide; phenethylamine; With sodium hydroxide; In water; at 100 ℃; Microwave irradiation;

chloroacetic acid; In water; at 100 ℃; for 0.0833333h; Microwave irradiation;

With hydrogenchloride; In water; at 120 ℃; for 0.5h; Microwave irradiation;

DOI:10.1016/j.tetlet.2012.07.002

upstream raw materials:

bis(carboxymethyl)trithiocarbonate

phenethylamine

carbon disulfide

chloroacetic acid

Downstream raw materials:

5-(5-nitro-furan-2-ylmethylene)-3-phenethyl-2-thioxo-thiazolidin-4-one

2-chloro-3-{5-[4-oxo-3-phenethyl-2-thioxothiazolidin-5-ylidenemethyl]furan-2-yl}benzoic acid

2-fluoro-3-{5-[4-oxo-3-phenethyl-2-thioxothiazolidin-5-ylidenemethyl]furan-2-yl}benzoic acid