ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

Base Information

• Chemical Name: ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate
• CAS No.: 161797-99-5
• Molecular Formula: C13H13NO3S
• Molecular Weight: 263.317
• Hs Code.: 2934100090
• Mol file: 161797-99-5.mol

Synonyms:2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylicacid ethyl ester;Ethyl 2-(4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate;

Chemical Property of ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 180 °C
• Refractive Index: 1.598
• Boiling Point: 426.819 °C at 760 mmHg
• PKA: 8.56±0.15(Predicted)
• Flash Point: 211.933 °C
• PSA: 87.66000
• Density: 1.275 g/cm³
• LogP: 3.00080
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate is used in the synthesis of the major metabolites of Febuxostat (F229000), a xanthine oxidase/xanthine dehydrogenase inhibitor. Used for treatment of hyperuricemia and chronic gout. 40-120 mg/day febuxostat was proven effective in lowering serum urate levels when administered to manage hyperuricemia in patients with gout.

Technology Process of ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

There total 11 articles about ethyl 2-(4-hydroxyphenyl)-4-methyl 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: 98.0%

4-hydroxythiobenzamide (25984-63-8) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → (2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester) (161797-99-5)

Guidance literature:

In ethanol; at 65 - 70 ℃; for 3h;

Reference yield: 95.0%

ethyl 4-methyl-2-[4-(methoxy)phenyl]-1,3-thiazole-5-carboxylate (54032-88-1) → (2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester) (161797-99-5)

Guidance literature:

ethyl 4-methyl-2-[4-(methoxy)phenyl]-1,3-thiazole-5-carboxylate; With boron tribromide; In dichloromethane; at 20 ℃;

With methanol; In dichloromethane;

Reference yield: 91.0%

4-hydroxythiobenzamide (25984-63-8) + ethyl 2-bromoacetoacetate (84911-18-2,609-13-2) → (2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester) (161797-99-5)

Guidance literature:

In ethanol; for 3h; Reflux;

DOI:10.3390/molecules21081023

upstream raw materials:

4-hydroxythiobenzamide

ethyl 2-chloro-3-oxo-butyrate

ethyl 4-methyl-2-[4-(methoxy)phenyl]-1,3-thiazole-5-carboxylate

4-cyanophenol

Downstream raw materials:

ethyl 4-methyl-2-{4-[(methylsulfonyl)oxy]phenyl}-1,3-thiazole-5-carboxylate

4-methyl-2-{4-[(methylsulfonyl)oxy]phenyl}-1,3-thiazole-5-carboxylic acid

ethyl 2-methyl-2-{[4-({[(4-methyl-2-{4-[(methylsulfonyl)oxy]phenyl}-1,3-thiazol-5-yl)carbonyl]amino}methyl)phenyl]oxy}propanoate

ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate