3-Rhodanineacetic acid, ethyl ester

Base Information

• Chemical Name: 3-Rhodanineacetic acid, ethyl ester
• CAS No.: 23176-01-4
• Molecular Formula: C7H9NO3S2
• Molecular Weight: 219.285
• Hs Code.: 2934999090
• NSC Number: 97097
• DSSTox Substance ID: DTXSID70177753
• Wikidata: Q83048083
• Mol file: 23176-01-4.mol

Synonyms:3-Rhodanineacetic acid, ethyl ester;23176-01-4;ethyl 2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)acetate;3-carboethoxymethylrhodanine;SCHEMBL8206171;ETHYL 3-RHODANINEACETATE;3-Thiazolidineacetic acid, 4-oxo-2-thioxo-, ethyl ester;DTXSID70177753;QDRLGCJQLOXVLY-UHFFFAOYSA-N;NSC97097;NSC 97097;NSC-97097;AKOS024015296;ethyl-2-(4-oxo-2-thioxothiazolidin-3-yl)acetate;4-Oxo-2-thioxo-3-thiazolidineacetic acid, ethyl ester

Chemical Property of 3-Rhodanineacetic acid, ethyl ester

Chemical Property:

• Vapor Pressure: 0.000437mmHg at 25°C
• Refractive Index: 1.617
• Boiling Point: 315.5 °C at 760 mmHg
• PKA: -2.14±0.20(Predicted)
• Flash Point: 144.6 °C
• PSA: 104.00000
• Density: 1.43 g/cm³
• LogP: 0.34770
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 219.00238550
• Heavy Atom Count: 13
• Complexity: 254

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CN1C(=O)CSC1=S

Technology Process of 3-Rhodanineacetic acid, ethyl ester

There total 9 articles about 3-Rhodanineacetic acid, ethyl ester 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: 81.0%

bis(carboxymethyl)trithiocarbonate (6326-83-6) + glycine ethyl ester hydrochloride (623-33-6) → 2-(4-oxo-2-thioxothiazolidin-3-yl)ethanoic acid ethyl ester (23176-01-4)

Guidance literature:

With triethylamine; In isopropyl alcohol; at 82 ℃; for 1h;

Reference yield: 81.0%

bis(carboxymethyl)trithiocarbonate (6326-83-6) + ethyl 2-aminoacetate hydrochloride → 2-(4-oxo-2-thioxothiazolidin-3-yl)ethanoic acid ethyl ester (23176-01-4)

Guidance literature:

With triethylamine; In isopropyl alcohol; for 1h; Reflux;

DOI:10.1021/acschemneuro.6b00380

Reference yield: 77.21%

rhodanine 3-acetic acid (5718-83-2) + ethanol (64-17-5) → 2-(4-oxo-2-thioxothiazolidin-3-yl)ethanoic acid ethyl ester (23176-01-4)

Guidance literature:

With sulfuric acid; for 7h; Reflux;

DOI:10.1002/jhet.3508

upstream raw materials:

bis(carboxymethyl)trithiocarbonate

glycine ethyl ester hydrochloride

sodium monochloroacetic acid

GlyOEt*HCl

Downstream raw materials:

C₁₈H₁₄ClNO₄S₂

(Z)-2-(5-(4-methoxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid

(Z)-ethyl-2-(4-oxo-2-thioxo-5-((5-(3-(tributylstannyl)phenyl)furan-2-yl)methylene)thiazolidin-3-yl) acetate

2-[1-(3-ethoxycarbonylmethyl-4-oxo-2-thioxo-thiazolidin-5-ylidene)-2-(3-ethyl-3H-benzothiazol-2-ylidene)-ethyl]-benzoic acid

Refernces

• 1、 Demir, Senem,?zen, Cigdem,Ceylan-ünlüsoy, Meltem,?ztürk, Mehmet,Bozda?-Dündar, Oya. "Novel Furochromone Derivatives: Synthesis and Anticancer Activity Studies". . p. 1341 - 1351. Retrieved 2019/03/07.
• 2、 Dao, Pascal,Ye, Feifei,Liu, Yan,Du, Zhi Yun,Zhang, Kun,Dong, Chang Zhi,Meunier, Bernard,Chen, Huixiong. "Development of Phenothiazine-Based Theranostic Compounds That Act Both as Inhibitors of β-Amyloid Aggregation and as Imaging Probes for Amyloid Plaques in Alzheimer's Disease". . p. 798 - 806. Retrieved 2017/04/26.