5-Thiazolecarboxylic acid, 4-(trifluoromethyl)-, ethyl ester

Base Information

• Chemical Name: 5-Thiazolecarboxylic acid, 4-(trifluoromethyl)-, ethyl ester
• CAS No.: 106203-24-1
• Molecular Formula: C7H6F3NO2S
• Molecular Weight: 225.18800
• Mol file: 106203-24-1.mol

Synonyms:4-trifluoromethylpyrimidine-5-carboxylate;4-trifluoromethyl-5-thiazolcarboxylic acid ethyl ester;6-(trifluoromethyl)pyrimidine-5-carboxylic acid;4-Trifluoromethyl-5-pyrimidine Carboxylic Acid;Ethyl 4-(trifluoromethyl)-5-thiazolecarboxylate;

Chemical Property of 5-Thiazolecarboxylic acid, 4-(trifluoromethyl)-, ethyl ester

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Melting Point: 38.5-39.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 264.167oC at 760 mmHg
• PKA: -2.14±0.10(Predicted)
• Flash Point: 113.564oC
• PSA: 67.43000
• Density: 1.407±0.06 g/cm3(Predicted)
• LogP: 2.33860

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl4-(trifluoromethyl)-1,3-thiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Thiazolecarboxylic acid, 4-(trifluoromethyl)-, ethyl ester

There total 5 articles about 5-Thiazolecarboxylic acid, 4-(trifluoromethyl)-, 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: 87.0%

ethyl 2-amino-4-(trifluoromethyl)-5-thiazole-carboxylate (344-72-9) → 4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester (106203-24-1)

Guidance literature:

With isopentyl nitrite; In 1,3-dioxane; at 80 ℃; for 1h;

Reference yield: 31.0%

ethyl 2-chloro-4-(trifluoromethyl)thiazole-5-carboxylate (72850-52-3) → 4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester (106203-24-1)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; exothermic reaction;

Reference yield:

ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate (363-58-6) → 4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester (106203-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 120 °C / Inert atmosphere

2: isopentyl nitrite / 1,4-dioxane / 5 h / Inert atmosphere; Heating

With isopentyl nitrite; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.1c00326

upstream raw materials:

ethyl 2-chloro-4-(trifluoromethyl)thiazole-5-carboxylate

ethyl 2,3-dihydro-2-oxo-4-trifluoromethyl-5-thiazole-carboxylate

ethyl 3-amino-4,4,4-trifluoro-2-butenoate

ethyl 2-amino-4-(trifluoromethyl)-5-thiazole-carboxylate

Downstream raw materials:

4-(trifluoromethyl)-1,3-thiazole-5-carboxylic acid

Refernces

• 1、 -. "SUBSTITUTED THIAZOLE OR OXAZOLE P2X7 RECEPTOR ANTAGONISTS". Page/Page column 29; 30. . Retrieved 2015/09/22.