3-Ethylrhodanine

Base Information

• Chemical Name: 3-Ethylrhodanine
• CAS No.: 7648-01-3
• Molecular Formula: C5H7NOS2
• Molecular Weight: 161.249
• Hs Code.: 2934999090
• European Community (EC) Number: 231-603-9
• NSC Number: 81656
• UNII: 42KLQ911HT
• DSSTox Substance ID: DTXSID4064761
• Nikkaji Number: J14.772I
• Wikidata: Q27258543
• Mol file: 7648-01-3.mol

Synonyms:3-Ethylrhodanine;7648-01-3;N-Ethylrhodanine;3-Ethyl-2-thioxothiazolidin-4-one;4-Thiazolidinone, 3-ethyl-2-thioxo-;Rhodanine, 3-ethyl-;3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one;3-Ethyl-2-thioxo-4-thiazolidinone;3-Ethylrodanin;3-Ethylrhodamine;3-Ethyl-2-thioxo-1,3-thiazolidin-4-one;NSC81656;NSC 81656;42KLQ911HT;EINECS 231-603-9;NSC-81656;BRN 0121471;n-ethyl rhodanine;3-ethyl-rhodanine;NCIOpen2_000874;UNII-42KLQ911HT;SCHEMBL153669;DTXSID4064761;WLN: T5SYNV EHJ BUS C2;3-ethylthiazolidine-4-on-2-thion;2-thioxo-3-ethyl-4-thiazolidinone;N-Ethyl-2-thioxo-4-thiazolidinone;3-ethyl-2-thioxo-thiazolidin-4-one;BBL028025;MFCD00051339;STK348630;AKOS000119143;3-ethyl-2-sulfanylidene-4-thiazolidinone;AS-56772;3-ETHYLTHIAZOLIDIN-4-ONE-2-THIONE;LS-143599;3-Ethyl-2-thioxo-1,3-thiazolidin-4-one #;CS-0008007;E0174;EN300-19089;D90451;E-8600;A800070;A851210;Q27258543;F0001-1948

Chemical Property of 3-Ethylrhodanine

Chemical Property:

• Appearance/Colour: yellow to orange-brown powder
• Vapor Pressure: 0.0655mmHg at 25°C
• Melting Point: 36-39 °C(lit.)
• Refractive Index: 1.65
• Boiling Point: 230.524 °C at 760 mmHg
• PKA: -1.76±0.20(Predicted)
• Flash Point: 93.218 °C
• PSA: 77.70000
• Density: 1.392 g/cm³
• LogP: 0.80450
• Storage Temp.: 0-6°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 160.99690619
• Heavy Atom Count: 9
• Complexity: 157

Purity/Quality:

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

3-Ethylrhodanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=O)CSC1=S
• Uses: 3-Ethylrhodanine is a porphyrin-based small molecule used as a donor for efficient organic solar and photovoltaic cells.

Technology Process of 3-Ethylrhodanine

There total 8 articles about 3-Ethylrhodanine 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: 84.0%

carbon disulfide (75-15-0,12122-00-8) + sodium monochloroacetic acid (3926-62-3) + ethylamine (75-04-7,85404-22-4) → 3-ethylrhodanin (7648-01-3)

Guidance literature:

carbon disulfide; ethylamine; With sodium hydroxide; In water; at 100 ℃; for 0.0833333h; Microwave irradiation;

sodium monochloroacetic acid; In water; at 40 - 100 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1007/s00044-016-1545-7

Reference yield: 72.0%

Ethyl isothiocyanate (542-85-8) + mercaptoacetic acid (68-11-1) → 3-ethylrhodanin (7648-01-3)

Guidance literature:

In methanol; water; at 100 ℃; for 4h;

DOI:10.1016/j.ejmech.2010.02.054

Reference yield: 71.0%

carbon disulfide (75-15-0,12122-00-8) + ethylamine (75-04-7,85404-22-4) + chloroacetic acid (79-11-8) → 3-ethylrhodanin (7648-01-3)

Guidance literature:

carbon disulfide; ethylamine; 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

ethylamine

5-(dimethylamino-methylene)-3-ethyl-2-thioxo-thiazolidin-4-one

sodium monochloroacetic acid

Downstream raw materials:

3-ethyl-2-thioxo-5-(3,5,5-trimethyl-cyclohex-2-enylidene)-thiazolidin-4-one

3-ethyl-5-((1Ξ)-11t-phenyl-undeca-2t,4t,6t,8t,10-pentaenylidene)-2-thioxo-thiazolidin-4-one

1,4-bis-[5-(3-ethyl-4-oxo-2-thioxo-thiazolidin-5-ylidene)-penta-1,3-dienyl]-benzene

3-ethyl-5-(1-ethyl-1H-pyridin-4-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、 Ali Muhammad, Sulaiman,Ravi, Subban,Thangamani, Arumugam. "Synthesis and evaluation of some novel N-substituted rhodanines for their anticancer activity". . p. 994 - 1004. Retrieved 2016/04/20.