4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester

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CAS:20737-48-8
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CAS:20737-48-8
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Products Intro: Product Name:4-Hydroxy-2-methylthiazole-5-carboxylic acid ethyl ester
CAS:20737-48-8
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4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester manufacturers

4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester Basic information
Product Name:4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester
Synonyms:ethyl 4-hydroxy-2-Methylthiazole-5-carboxylate;Ethyl 4-Hydroxy-2-Methylthiazole-5-Carboxylate(WXC04202);5-[ethoxy(hydroxy)methylidene]-2-methyl-4-thiazolone;5-Thiazolecarboxylic acid, 4-hydroxy-2-methyl-, ethyl ester;(5E)-5-[ethoxy(hydroxy)methylidene]-2-methyl-1,3-thiazol-4-one
CAS:20737-48-8
MF:C7H9NO3S
MW:187.22
EINECS:
Product Categories:
Mol File:20737-48-8.mol
4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester Structure
4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester Chemical Properties
Melting point 104°
Boiling point 270.7±20.0 °C(Predicted)
density 1.325±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka8.56±0.20(Predicted)
Safety Information
HS Code 2934100090
MSDS Information
4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester Usage And Synthesis
Synthesis
Thioacetamide

62-55-5

DIETHYL BROMOMALONATE

685-87-0

4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester

20737-48-8

5.2 Synthesis of 2-methyl-5-ethoxycarbonyl-4-hydroxythiazole: Diethyl 2-bromomalonate (168 g, 0.7 mol) was slowly added to a 400 mL solution of toluene containing thioacetamide (52.5 g, 0.7 mol). The reaction mixture was heated to reflux for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and filtered through a diatomaceous earth pad. Subsequently, the toluene was evaporated under reduced pressure to give a viscous oily crude product. This crude product was mixed with 500 mL of water and stirred until solids precipitated. The solid product was collected by filtration, washed sequentially with water (3 x 300 mL) and petroleum ether, and finally dried under high vacuum to afford 55 g of methyl 4-hydroxy-2-methylthiazole-5-carboxylate (yield: 42%; LC retention time: 1.24 min; MS: [M+H]+ = 188).

References[1] Patent: WO2005/97766, 2005, A1. Location in patent: Page/Page column 28-29
[2] Patent: WO2010/59838, 2010, A2. Location in patent: Page/Page column 124
[3] Patent: WO2014/82737, 2014, A1. Location in patent: Page/Page column 43
[4] Patent: WO2008/152390, 2008, A1. Location in patent: Page/Page column 33; 46-47
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 3, p. 970 - 986
4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester Preparation Products And Raw materials
Raw materialsDIETHYL ETHYLBROMOMALONATE-->Thioacetamide-->DIETHYL BROMOMALONATE
Preparation Products4-Ethoxy-2-methyl-thiazole-5-carboxylic acid ethyl ester
Tag:4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester(20737-48-8) Related Product Information
Thiazole-5-carboxylic acid 2-Methylthiazole ETHYL 2-(2-CHLOROPHENYL)-4-HYDROXY-1,3-THIAZOLE-5-CARBOXYLATE ETHYL 4-HYDROXY-2-(4-METHYLPHENYL)-1,3-THIAZOLE-5-CARBOXYLATE ETHYL 4-HYDROXY-2-PHENYL-1,3-THIAZOLE-5-CARBOXYLATE ETHYL 2-(3,4-DIMETHOXYPHENYL)-4-HYDROXY-1,3-THIAZOLE-5-CARBOXYLATE 4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester ETHYL 2-(2,4-DICHLOROPHENYL)-4-HYDROXYTHIAZOLE-5-CARBOXYLATE ETHYL 4-HYDROXY-2-(4-METHOXYPHENYL)-1,3-THIAZOLE-5-CARBOXYLATE ETHYL 4-HYDROXY-2-(2-THIENYL)-1,3-THIAZOLE-5-CARBOXYLATE ETHYL 4-HYDROXY-2-[4-(TRIFLUOROMETHYL)PHENYL]-1,3-THIAZOLE-5-CARBOXYLATE ETHYL 2-(4-CHLOROPHENYL)-4-HYDROXY-1,3-THIAZOLE-5-CARBOXYLATE ETHYL 4-HYDROXY-2-[3-(TRIFLUOROMETHYL)PHENYL]-1,3-THIAZOLE-5-CARBOXYLATE