2-Thiazolecarboxylic acid, 4-hydroxy-5-methyl-, ethyl ester

Base Information

• Chemical Name: 2-Thiazolecarboxylic acid, 4-hydroxy-5-methyl-, ethyl ester
• CAS No.: 133833-93-9
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.219
• Hs Code.: 2934100090
• Mol file: 133833-93-9.mol

Synonyms:2-Thiazolecarboxylic acid, 4-hydroxy-5-methyl-, ethyl ester

Chemical Property of 2-Thiazolecarboxylic acid, 4-hydroxy-5-methyl-, ethyl ester

Chemical Property:

• Vapor Pressure: 0.000345mmHg at 25°C
• Boiling Point: 309.7°C at 760 mmHg
• Flash Point: 141.1°C
• PSA: 87.66000
• Density: 1.325g/cm³
• LogP: 1.33380

Purity/Quality:

90.0%Min ^*data from raw suppliers

Ethyl4-Hydroxy-5-methylthiazole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Thiazolecarboxylic acid, 4-hydroxy-5-methyl-, ethyl ester

There total 1 articles about 2-Thiazolecarboxylic acid, 4-hydroxy-5-methyl-, 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: 65.0%

2-mercaptopropanoic acid (79-42-5) + ethyl cyanoformate (623-49-4) → ethyl 4-hydroxy-5-methylthiazole-2-carboxylate (133833-93-9)

Guidance literature:

With pyridine; at 100 ℃; for 2h;

DOI:10.1021/jm00111a035

Reference yield: 85.0%

ethyl 4-hydroxy-5-methylthiazole-2-carboxylate (133833-93-9) → 2-carboxy-4-hydroxy-5-methylthiazole (133833-94-0)

Guidance literature:

With lithium hydroxide;

DOI:10.1021/jm00111a035

Reference yield:

ethyl 4-hydroxy-5-methylthiazole-2-carboxylate (133833-93-9) → di-tert-butyl (((((((2-nitrophenyl)sulfonyl)azanediyl)bis(butane-4,1-diyl))bis(oxy))bis(5-methylthiazole-4,2-diyl))bis(iminomethylene))dicarbamate

Guidance literature:

Multi-step reaction with 8 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran; toluene / 0 - 20 °C

2.1: sodium hydroxide / ethanol; water / 3 h / 20 °C

2.3: 20 °C

3.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 20 °C

4.2: 1.5 h

4.3: 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 96 h / 20 °C

6.1: dichloromethane / 20 °C

7.1: lithium bromide / acetonitrile / 6 h / 50 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

With pyridine; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; potassium carbonate; triphenylphosphine; trifluoroacetic anhydride; lithium bromide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

2-mercaptopropanoic acid

ethyl cyanoformate

Downstream raw materials:

2-carboxy-4-hydroxy-5-methylthiazole

Refernces

• 1、 Kerdesky, Francis A. J.,Holms, James H.,Moore, Jimmie L.,Bell, Randy L.,Dyer, Richard D.,et al.. "4-Hydroxythiazole Inhibitors of 5-Lipoxygenase". . p. 2158 - 2165. Retrieved 2007/10/02.