Ethyl 2-bromo-4-methylthiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 2-bromo-4-methylthiazole-5-carboxylate
• CAS No.: 22900-83-0
• Molecular Formula: C7H8BrNO2S
• Molecular Weight: 250.116
• Hs Code.: 29341000
• European Community (EC) Number: 626-889-0
• DSSTox Substance ID: DTXSID50384968
• Wikidata: Q72473292
• ChEMBL ID: CHEMBL5199359
• Mol file: 22900-83-0.mol

Synonyms:22900-83-0;Ethyl 2-bromo-4-methylthiazole-5-carboxylate;ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate;5-Thiazolecarboxylic acid, 2-bromo-4-methyl-, ethyl ester;2-Bromo-4-methyl-thiazole-5-carboxylic acid ethyl ester;MFCD03791227;2-bromo-4-methylthiazole-5-carboxylic acid ethyl ester;ethyl 2-bromo-4-methyl-5-thiazolecarboxylate;Maybridge3_004543;SCHEMBL288785;CHEMBL5199359;DTXSID50384968;CFBIOWPDDZPIDP-UHFFFAOYSA-N;HMS1443O11;BBL030101;STK802397;AKOS002339532;CCG-251658;CS-W007525;IDI1_015930;AC-30154;SY029872;AM20090772;E0945;Ethyl2-bromo-4-methylthiazole-5-carboxylate;FT-0625940;EN300-110802;ethyl 2-bromo-4-methyl-5-thiazole-carboxylate;5W-0289;A816408;AP-501/40831450;Ethyl 2-bromo-4-methylthiazole-5-carboxylate, 97%;Ethyl 2-bromop4-methyl-1,3-thiazole-5-carboxylate;J-014892;J-520717;BRD-K46054920-001-01-3;ethyl 2-bromo-4-methyl-thiazole-5-carboxylate

Chemical Property of Ethyl 2-bromo-4-methylthiazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 65-69 °C(lit.)
• Refractive Index: 1.563
• Boiling Point: 287.086 °C at 760 mmHg
• PKA: -0.10±0.10(Predicted)
• Flash Point: 127.426 °C
• PSA: 67.43000
• Density: 1.573 g/cm³
• LogP: 2.39070
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 248.94591
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-Bromo-4-methylthiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C(S1)Br)C
• Uses: It finds its application in the preparation of thiazole-4- and -5-carboxylates, and an infrared study of their rotational isomers and in the discovery of thiazolylpyridinone SCD1 inhibitors with preferential liver distribution and reduced mechanism-based adverse effects.

Technology Process of Ethyl 2-bromo-4-methylthiazole-5-carboxylate

There total 8 articles about Ethyl 2-bromo-4-methylthiazole-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: 87.0%

ethyl-2-amino-4-methylthiazole-5-carboxylate (7210-76-6) → ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate (22900-83-0)

Guidance literature:

With nitrous acid isobutyl ester; trimethylsilyl bromide; In ethyl acetate; acetonitrile; at 0 - 20 ℃; for 24h;

Reference yield: 70.0%

ethyl-2-amino-4-methylthiazole-5-carboxylate (7210-76-6) + isopentyl nitrite (110-46-3) → ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate (22900-83-0)

Guidance literature:

With trimethylsilyl bromide; In ethyl acetate; acetonitrile; at 0 - 20 ℃;

Reference yield: 19.0%

→ ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate (22900-83-0)

Guidance literature:

upstream raw materials:

ethyl-2-amino-4-methylthiazole-5-carboxylate

isopentyl nitrite

ethyl 2-chloro-3-oxo-butyrate

ethyl acetoacetate

Downstream raw materials:

ethyl 2-fluoro-4-methylthiazole-5-carboxylate

febuxostat

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

2-(4-cyano-phenyl)-4-methyl-thiazole-5-carboxylic acid ethyl ester

Refernces

• 1、 Singh. "Possible anthelmintic thiazol-5-ylbenzimidazoles. 3.". . p. 553 - 553. Retrieved 1969.
• 2、 Kim, Chungsik,Kassu, Mintesinot,Smith, Kenneth P.,Kirby, James E.,Manetsch, Roman. "Pyrazole-Thiazole Core-Containing Analogs Exhibit Adjunctive Activity with Meropenem against Carbapenem-Resistant Enterobacteriaceae (CRE)". . p. 2775 - 2780. Retrieved 2021.
• 3、 Liu, Aiping,Wang, Xiaoguang,Liu, Xingping,Li, Jianming,Chen, Haobin,Hu, Li,Yu, Wanqi,He, Lian,Liu, Weidong,Huang, Mingzhi. "Synthesis and Fungicidal Activity of Novel 2-Heteroatomthiazole-based Carboxanilides". . p. 1625 - 1629. Retrieved 2017/03/27.