(2,4-Dioxo-1,3-thiazolidin-3-yl)acetic acid

Base Information

• Chemical Name: (2,4-Dioxo-1,3-thiazolidin-3-yl)acetic acid
• CAS No.: 31061-24-2
• Molecular Formula: C5H5NO4S
• Molecular Weight: 175.165
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30377878
• Wikidata: Q82167247
• Mol file: 31061-24-2.mol

Synonyms:31061-24-2;(2,4-dioxo-1,3-thiazolidin-3-yl)acetic acid;(2,4-Dioxo-thiazolidin-3-yl)-acetic acid;2-(2,4-dioxothiazolidin-3-yl)acetic acid;2-(2,4-dioxo-1,3-thiazolidin-3-yl)acetic Acid;MFCD01579950;Oprea1_699830;Oprea1_842767;SCHEMBL1421312;DTXSID30377878;WHBNKGILKCASDH-UHFFFAOYSA-N;2,4-dioxothiazolidin-3-acetic acid;2,4-dioxothiazolidine-3-acetic acid;STK215654;AKOS000145896;FS-4980;(2,4-dioxothiazolidin-3-yl)acetic acid;(2,4-dioxothiazolidin-3-yl)-acetic acid;2-(2,4-dioxothiazolidin-3-yl)aceticacid;(2,4-Dioxo-thiazolidin-3-yl)acetic acid;CS-0106598;EU-0014728;FT-0762901;EN300-54224;D76653;AS-871/40197974;Z57178775;F1021-0904;F1074-0394;(2,4-Dioxo-1,3-thiazolidin-3-yl)acetic acid, AldrichCPR

Chemical Property of (2,4-Dioxo-1,3-thiazolidin-3-yl)acetic acid

Chemical Property:

• Vapor Pressure: 8.6E-07mmHg at 25°C
• Boiling Point: 379°C at 760 mmHg
• PKA: 3.75±0.10(Predicted)
• Flash Point: 183°C
• PSA: 99.98000
• Density: 1.676g/cm³
• LogP: -0.29570
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 174.99392881
• Heavy Atom Count: 11
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

(2,4-Dioxo-thiazolidin-3-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N(C(=O)S1)CC(=O)O
• Uses: (2,4-Dioxo-thiazolidin-3-yl)-acetic Acid is a useful compound for preparation of novel thiazolidinedione-?hydroxamates as Zmp1 inhibitors.

Technology Process of (2,4-Dioxo-1,3-thiazolidin-3-yl)acetic acid

There total 8 articles about (2,4-Dioxo-1,3-thiazolidin-3-yl)acetic acid 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: 85.0%

(2,4-thiazolidinedion-3-yl)acetic acid ethyl ester (39137-34-3) → 2-(2,4-dioxo-1,3-thiazolidin-3-yl)acetic acid (31061-24-2)

Guidance literature:

With hydrogenchloride; acetic acid; In water; Reflux;

DOI:10.1016/j.bmc.2021.116518

Reference yield: 60.0%

(2,4-dioxothiazolidin-3-yl)acetic acid methyl ester (18345-22-7) → 2-(2,4-dioxo-1,3-thiazolidin-3-yl)acetic acid (31061-24-2)

Guidance literature:

With hydrogenchloride; acetic acid; Heating;

DOI:10.1016/j.bmc.2005.02.026

Reference yield: 57.0%

thiazoline-2,4-dione (2295-31-0) + bromoacetic acid methyl ester (96-32-2) → 2-(2,4-dioxo-1,3-thiazolidin-3-yl)acetic acid (31061-24-2)

Guidance literature:

thiazoline-2,4-dione; bromoacetic acid methyl ester; With potassium carbonate; In acetone; at 60 ℃; for 24h;

With hydrogenchloride; acetic acid; at 100 ℃; for 8h;

DOI:10.1002/aoc.4385

upstream raw materials:

(2,4-dioxothiazolidin-3-yl)acetic acid methyl ester

(2,4-dioxothiazolidin-3-yl)acetic acid tert-butyl ester

thiazoline-2,4-dione

1-chlorobutan-2-one

Downstream raw materials:

(Z)-2-(5-(4-(benzyloxy)benzylidene)-2,4-dioxothiazolidin-3-yl)acetic acid

C₁₃H₁₁O₆SN

(Z)-2-(5-(2-chlorobenzylidene)-2,4-dioxothiazolidin-3-yl)acetic acid

(Z)-2-(5-(2,3-dichlorobenzylidene)-2,4-dioxothizolidin-3-yl)acetic acid

Refernces

• 1、 Christoff, Rebecca M.,Soares da Costa, Tatiana P.,Bayat, Saadi,Holien, Jessica K.,Perugini, Matthew A.,Abbott, Belinda M.. "Synthesis and structure-activity relationship studies of 2,4-thiazolidinediones and analogous heterocycles as inhibitors of dihydrodipicolinate synthase". supporting information. . Retrieved 2021/11/27.
• 2、 Bansal, Garima,Singh, Shamsher,Monga, Vikramdeep,Thanikachalam, Punniyakoti Veeraveedu,Chawla, Pooja. "Synthesis and biological evaluation of thiazolidine-2,4-dione-pyrazole conjugates as antidiabetic, anti-inflammatory and antioxidant agents". . . Retrieved 2019/09/18.