3-BENZYLRHODANINE

Base Information

• Chemical Name: 3-BENZYLRHODANINE
• CAS No.: 10574-69-3
• Molecular Formula: C10H9NOS2
• Molecular Weight: 223.32
• Hs Code.: 2934999090
• European Community (EC) Number: 634-650-7
• NSC Number: 142477
• UNII: JS97838A2M
• DSSTox Substance ID: DTXSID60147309
• Nikkaji Number: J41.475A
• Wikidata: Q83012576
• ChEMBL ID: CHEMBL224367
• Mol file: 10574-69-3.mol

Synonyms:Rhodanine,3-benzyl- (6CI,7CI,8CI);3-Benzyl-2-thioxo-4-thiazolidone;3-Benzylrhodanine;N-Benzylrhodanine;NSC 142477;

Chemical Property of 3-BENZYLRHODANINE

Chemical Property:

• Vapor Pressure: 3.7E-05mmHg at 25°C
• Melting Point: 89 °C
• Refractive Index: 1.707
• Boiling Point: 353 °C at 760 mmHg
• PKA: -1.79±0.20(Predicted)
• Flash Point: 167.3 °C
• PSA: 77.70000
• Density: 1.39 g/cm³
• LogP: 1.98480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 223.01255626
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

3-Benzyl-2-sulfanylidene-1,3-thiazolidin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=O)N(C(=S)S1)CC2=CC=CC=C2

Technology Process of 3-BENZYLRHODANINE

There total 15 articles about 3-BENZYLRHODANINE 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%

benzyl isothiocyanate + ethyl 2-sulfanylacetate (623-51-8) → 3-benzylrhodanine (10574-69-3)

Guidance literature:

benzyl isothiocyanate; ethyl 2-sulfanylacetate; With sodium hydrogencarbonate; In methanol; water; at 40 ℃; for 3h;

In acetic acid; ethyl acetate; at 50 ℃; for 12h;

Reference yield: 89.0%

N-benzyl-dithiocarbamic acid ammonium salt (41270-27-3) + chloroacetic acid (79-11-8) → 3-benzylrhodanine (10574-69-3)

Guidance literature:

N-benzyl-dithiocarbamic acid ammonium salt; chloroacetic acid; With sodium carbonate; sodium hydroxide; In water; at 5 - 10 ℃; for 1h;

With hydrogenchloride; In water; at 80 - 85 ℃; for 0.25h;

DOI:10.1039/c6ra08785j

Reference yield: 81.0%

carbon disulfide (75-15-0,12122-00-8) + chloroacetic acid (79-11-8) + benzylamine (100-46-9) → 3-benzylrhodanine (10574-69-3)

Guidance literature:

carbon disulfide; benzylamine; With sodium hydroxide; In ethanol; at 100 ℃; Microwave irradiation;

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

With hydrogenchloride; In ethanol; water; at 120 ℃; for 0.5h; under 7500.75 Torr; Microwave irradiation;

DOI:10.1016/j.tetlet.2012.07.002

upstream raw materials:

bis(carboxymethyl)trithiocarbonate

benzylamine

chloroacetic acid ethyl ester

sodium monochloroacetic acid

Downstream raw materials:

E,Z-3-PhCH₂-5-(4-ClC₆H₄CH=)-4-oxo-2-thioxo-1,3-thiazolidine

3-Benzyl-5-[1-(2-chloro-phenyl)-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one

3-Benzyl-5-[1-(3-nitro-phenyl)-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one

3-Benzyl-5-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one

Refernces

• 1、 Aghamiri, Bagher,Jalalinik, Mahbod,Moghaddam, F. Matloubi. "A facile one-pot, four-component synthesis of (Z)-isomer of rhodanine-oxindole derivatives under environmentally benevolent conditions". supporting information. . Retrieved 2021/12/31.
• 2、 -. "HETEROCYCLIC INTEGRIN AGONISTS". Paragraph 0285; 0286. . Retrieved 2018/07/29.