3-Phenylrhodanine

Base Information

• Chemical Name: 3-Phenylrhodanine
• CAS No.: 1457-46-1
• Molecular Formula: C9H7 N O S2
• Molecular Weight: 209.293
• Hs Code.: 29349990
• European Community (EC) Number: 215-940-9
• NSC Number: 17528
• UNII: XJZ2D15FXC
• DSSTox Substance ID: DTXSID9061706
• Nikkaji Number: J13.126A
• Wikidata: Q72498724
• ChEMBL ID: CHEMBL2135693
• Mol file: 1457-46-1.mol

Synonyms:1457-46-1;3-Phenylrhodanine;N-Phenylrhodanine;3-Phenyl-2-thioxo-1,3-thiazolidin-4-one;N-Phenyl-rhodanine;Rhodanine, 3-phenyl-;3-Phenylrhodanin;4-Thiazolidinone, 3-phenyl-2-thioxo-;3-Phenylrodanin;3-Phenyl-2-thioxo-thiazolidin-4-one;3-Phenyl-2-thioxothiazolidin-4-one;3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one;3-PHENYL-2-THIOXO-4-THIAZOLIDINONE;3-Phenyl-rhodanin;3-Phenyl-rhodanin [German];3-Phenylrhodanin [German];NSC 17528;EINECS 215-940-9;XJZ2D15FXC;BRN 0151293;MLS002638555;NSC17528;MFCD00100196;NSC-17528;Phenylrhodanin;3-phenyl-rhodanine;Rhodanine, 3-Phenyl;BAS 00040170;Maybridge3_005900;UNII-XJZ2D15FXC;3-Phenylrhodanin [German];C9H7NOS2;SCHEMBL181796;CHEMBL2135693;DTXSID9061706;DVRWEKGUWZINTQ-UHFFFAOYSA-;C9-H7-N-O-S2;HMS1447M04;HMS3093F19;CCG-47300;STK396527;AKOS000313303;PS-3386;IDI1_017287;SMR000066996;3-PHENYL-4-THIAZOLIDINONE-2-THIONE;LS-143639;N-PHENYL-2-THIOXOTHIAZOLIDIN-4-ONE;BB 0217718;CS-0116561;FT-0715924;A922340;SR-01000636925-1;Z55992886

Chemical Property of 3-Phenylrhodanine

Chemical Property:

• Vapor Pressure: 0.000288mmHg at 25°C
• Melting Point: 190-194°C
• Refractive Index: 1.5364 (estimate)
• Boiling Point: 322°Cat760mmHg
• PKA: -0.81±0.20(Predicted)
• Flash Point: 148.5°C
• PSA: 77.70000
• Density: 1.45g/cm³
• LogP: 2.11630
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 208.99690619
• Heavy Atom Count: 13
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

3-Phenyl-2-thioxo-1,3-thiazolidin-4-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Phenylrhodanine

There total 36 articles about 3-Phenylrhodanine 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: 93.6%

phenyl isothiocyanate (103-72-0) + Methyl thioglycolate (2365-48-2) → 3-phenylrhodanine (1457-46-1)

Guidance literature:

phenyl isothiocyanate; Methyl thioglycolate; In dichloromethane; Cooling with ice;

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield: 91.0%

mercaptoacetic acid (68-11-1) + monophenylthiourea (103-85-5) → 3-phenylrhodanine (1457-46-1)

Guidance literature:

With hydrogenchloride; In toluene; at 110 ℃; for 8h;

DOI:10.1055/a-1485-5925

Reference yield: 85.0%

3-phenyl-2,4-thiazolidinedione (1010-53-3) → 3-phenylrhodanine (1457-46-1)

Guidance literature:

3-phenyl-2,4-thiazolidinedione; With phenyl isothiocyanate; potassium hydroxide; In ethanol; at 0 ℃; for 0.5h;

With potassium chloroacetate; In ethanol; at 0 ℃; for 0.5h;

With acetic acid; In ethanol; for 0.0833333h; Reflux;

DOI:10.1007/s10593-019-02568-5

upstream raw materials:

phenylthiocarbamoylsulfanyl-acetic acid ethyl ester

thiocyanato-acetic acid

phenyl isothiocyanate

mercaptoacetic acid

Downstream raw materials:

4-[2-(3-methyl-thiazolidin-2-yliden)-1-(4-oxo-3-phenyl-2-thioxo-thiazolidin-5-yliden)-ethyl]-biphenyl-3-carboxylic acid

3-phenyl-5-pyridin-2-ylmethylene-2-thioxo-thiazolidin-4-one

5-(6-methyl-pyridin-2-ylmethylene)-3-phenyl-2-thioxo-thiazolidin-4-one

1-benzoyl-2-(4-oxo-3-phenyl-2-thioxo-thiazolidin-5-yl)-1,2-dihydro-quinoline

Refernces

• 1、 -. "Compound with piperine skeleton structure as well as preparation and application thereof". Paragraph 0044; 0051-0053. . Retrieved 2020/07/02.
• 2、 Liang, Xiao,Fu, Huansheng,Xiao, Peng,Fang, Hao,Hou, Xuben. "Design, synthesis and biological evaluation of imidazolidine-2,4-dione and 2-thioxothiazolidin-4-one derivatives as lymphoid-specific tyrosine phosphatase inhibitors". . . Retrieved 2020/08/06.