Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate
• CAS No.: 161798-02-3
• Molecular Formula: C14H12N2O3S
• Molecular Weight: 288.327
• Hs Code.: 2934100090
• Mol file: 161798-02-3.mol

Synonyms:2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylicacid ethyl ester;

Chemical Property of Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

Chemical Property:

• Boiling Point: 475.3±55.0 °C(Predicted)
• PKA: 5.80±0.20(Predicted)
• PSA: 111.19000
• Density: 1.38
• LogP: 1.58198
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylic Acid Ethyl Ester, can be used for the synthesis of Febuxostat (F229000), an antipodagrics.

Technology Process of Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

There total 9 articles about Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate 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: 99.0%

ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate (161798-01-2) → ethyl-2-(3-cyano-4-hydroxy phenyl)-4-methyl thiozole-5-carboxylate (161798-02-3)

Guidance literature:

ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate; With hydroxylamine hydrochloride; In N,N-dimethyl-formamide; for 0.5h;

With acetyl chloride; In N,N-dimethyl-formamide; at 90 ℃;

Reference yield:

ethyl 2-[4-(benzyloxy)-3-cyanophenyl]-4-methyl-1,3-thiazole-5-carboxylate (934470-15-2) → ethyl-2-(3-cyano-4-hydroxy phenyl)-4-methyl thiozole-5-carboxylate (161798-02-3)

Guidance literature:

palladium-carbon; In tetrahydrofuran; ethanol;

Reference yield:

C14H14N2O3S → ethyl-2-(3-cyano-4-hydroxy phenyl)-4-methyl thiozole-5-carboxylate (161798-02-3)

Guidance literature:

With sodium chlorite; In ethanol; for 2h; Inert atmosphere; Green chemistry;

DOI:10.3184/174751918X15403084696731

upstream raw materials:

ethyl 2-[4-(benzyloxy)-3-cyanophenyl]-4-methyl-1,3-thiazole-5-carboxylate

ethyl 2-chloro-3-oxo-butyrate

(2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester)

4-hydroxythiobenzamide

Downstream raw materials:

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

2-[3-cyano-4-(2-hydroxy-2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid

2-[4-(2-carboxypropoxy)-3-cyanophenyl]-4-methylthiazole-5-carboxylic acid

febuxostat

Refernces

• 1、 -. "Method for preparing Febuxostat through one-pot process". Paragraph 0016; 0049. . Retrieved 2017/01/17.
• 2、 -. "A NOVEL PROCESS FOR THE PREPARATION OF FEBUXOSTAT". Page/Page column 14. . Retrieved 2015/02/25.