4-Thiazoleacetic acid, 2,3-dihydro-2-thioxo-

Base Information

• Chemical Name: 4-Thiazoleacetic acid, 2,3-dihydro-2-thioxo-
• CAS No.: 36365-79-4
• Molecular Formula: C5H5 N O2 S2
• Molecular Weight: 175.232
• Hs Code.: 2934100090
• European Community (EC) Number: 253-001-5
• DSSTox Substance ID: DTXSID0067971
• Nikkaji Number: J332.278E
• Mol file: 36365-79-4.mol

Synonyms:36365-79-4;(2-Thioxo-4-thiazolin-4-yl)acetic acid;4-Thiazoleacetic acid, 2,3-dihydro-2-thioxo-;2-(2-sulfanyl-1,3-thiazol-4-yl)acetic acid;EINECS 253-001-5;2-(2-sulfanylidene-3H-1,3-thiazol-4-yl)acetic acid;(2-Mercapto-1,3-thiazol-4-yl)acetic acid;SCHEMBL2411987;DTXSID0067971;VKONPNAILGGMSR-UHFFFAOYSA-N;2-mercapto-4-thiazole acetic acid;4-carboxymethyl-2-mercaptothiazole;AKOS002666472;2,3-dihydro-2-thioxo-4-thiazoleacetic acid;2-(2-sulfanyl-1,3-thiazol-4-yl)aceticacid;CS-0234566;EN300-143364;Z1198174162;2-(2-sulfanylidene-2,3-dihydro-1,3-thiazol-4-yl)acetic acid

Chemical Property of 4-Thiazoleacetic acid, 2,3-dihydro-2-thioxo-

Chemical Property:

• Vapor Pressure: 2.22E-06mmHg at 25°C
• Boiling Point: 366.7°Cat760mmHg
• Flash Point: 175.6°C
• PSA: 117.23000
• Density: 1.62g/cm³
• LogP: 1.05890
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.97617075
• Heavy Atom Count: 10
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=S)S1)CC(=O)O

Technology Process of 4-Thiazoleacetic acid, 2,3-dihydro-2-thioxo-

There total 3 articles about 4-Thiazoleacetic acid, 2,3-dihydro-2-thioxo- 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%

2-mercapto-thiazole-4-acetic acid,ethyl ester (38449-49-9) → 2-mercapto-1,3-thiazol-4-yl-acetic acid (36365-79-4)

Guidance literature:

With sodium hydroxide; at 55 ℃; for 1h;

DOI:10.1016/j.bmcl.2011.07.003

Reference yield: 63.0%

2-mercapto-4-ethoxycarbonylmethylthiazole (38449-49-9) → (2-thioxo-2,3-dihydro-thiazol-4-yl)-acetic acid (36365-79-4)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 50 ℃; for 4h;

Reference yield:

(4-hydroxy-2-thioxo-thiazolidin-4-yl)-acetic acid ethyl ester (89910-38-3) → (2-thioxo-2,3-dihydro-thiazol-4-yl)-acetic acid (36365-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O

2: aqueous NaOH

With sodium hydroxide; water;

DOI:10.1021/ja01607a076

upstream raw materials:

2-mercapto-4-ethoxycarbonylmethylthiazole

(4-hydroxy-2-thioxo-thiazolidin-4-yl)-acetic acid ethyl ester

2-mercapto-thiazole-4-acetic acid,ethyl ester

Downstream raw materials:

2-{2-[6,7-bis(2-methoxyethoxy)quinazolin-4-ylthio]thiazol-4-yl}-N-[4-(trifluoromethyl)phenyl]acetamide

2-{2-[6,7-bis(2-methoxyethoxy)quinazolin-4-ylthio]thiazol-4-yl}-N-(3,5-dimethylphenyl)acetamide

2-{2-[6,7-bis(2-methoxyethoxy)quinazolin-4-ylthio]thiazol-4-yl}-N-[3-(trifluoromethyl)phenyl]acetamide

2-{2-[6,7-bis(2-methoxyethoxy)quinazolin-4-ylthio]thiazol-4-yl}-N-(3-chlorophenyl)acetamide

Refernces

• 1、 Bolchi, Cristiano,Pallavicini, Marco,Bernini, Sergio K.,Chiodini, Giuseppe,Corsini, Alberto,Ferri, Nicola,Fumagalli, Laura,Straniero, Valentina,Valoti, Ermanno. "Thiazole- and imidazole-containing peptidomimetic inhibitors of protein farnesyltransferase". scheme or table. p. 5408 - 5412. Retrieved 2011/10/12.