| Identification | More | [Name]
Ethyl 4-methyl-5-thiazoleactate | [CAS]
20582-55-2 | [Synonyms]
5-THIAZOLECARBOXYLIC ACID, 4-METHYL-, ETHYL ESTER
ETHYL 4-METHYL-5-THIAZOLEACTATE
ETHYL 4-METHYL-5-THIAZOLYL FORMATE
ETHYL 4-METHYLTHIAZOLE-5-CARBOXYLATE
Ethyl-4-methyl-5-thizaolecarboxylate
4-Methyl-5-Thiazolecarboxylic Acid Ethyl Ester
ETHYL 4-METHYL-5-THIAZOLECARBOXYLATE
ethyl 4-methyl-1,3-thiazole-5-carboxylate
4-Methyl-thiazole-5-carboxylic acid ethyl ester | [Molecular Formula]
C8H11NO4S | [MDL Number]
MFCD00626873 | [Molecular Weight]
217.24 | [MOL File]
20582-55-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
28°C(lit.) | [Boiling point ]
233°C(lit.) | [density ]
1.198±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to lump | [pka]
1.57±0.10(Predicted) | [color ]
White to Almost white | [LogP]
1.410 (est) | [CAS DataBase Reference]
20582-55-2(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
Ethyl 4-methylthiazolium-5-carboxylate is a key intermediate in the synthesis of cefditorenpivoxil. Cefditorenpivoxil was developed by Meiji Seika Co., Ltd. of Japan and launched in Japan in 1994 under the trade name Meiact. Cefditorenpivoxil has a broad antibacterial spectrum against both Gram-positive and Gram-negative bacteria. |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Synthesis]
General procedure for the synthesis of ethyl 4-methylthiazole-5-carboxylate from ethyl 2-amino-4-methylthiazole-5-carboxylate: compound 3a (4.0 g, 21.5 mmol) was dissolved in 106 mL of 30% hypophosphite (H3PO2) solution. The reaction system was cooled to -5°C, after which sodium nitrite (NaNO2, 3.0 g, 2.0 eq.) was dissolved in 12 mL of water and slowly added dropwise to the reaction solution. After the dropwise addition, the reaction mixture was transferred to 0°C and kept for 1 hour, then stirring was continued for 2 hours at room temperature. Subsequently, pre-cooled sodium hydroxide solution (17 g NaOH dissolved in 200 mL of water) was added slowly dropwise. The reaction mixture was adjusted to neutral with sodium bicarbonate (NaHCO3) solution and then extracted with ether (Et2O, 50 mL x 3). The organic phases were combined and purified by column chromatography (eluent ratio: petroleum ether:ethyl acetate = 50:1, v/v) to give the yellow semi-solid product 3b (2.1 g, 56% yield). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 23, p. 6231 - 6235
[2] Patent: CN101921268, 2016, B. Location in patent: Paragraph 0128; 0131; 0136-0139
[3] Tetrahedron, 2013, vol. 69, # 22, p. 4436 - 4444 |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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Alfa Aesar
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China Langchem Inc.
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0086-21-58956006 |
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