Ethyl 2-bromothiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 2-bromothiazole-5-carboxylate
• CAS No.: 41731-83-3
• Molecular Formula: C6H6BrNO2S
• Molecular Weight: 236.089
• Hs Code.: 2934100090
• European Community (EC) Number: 627-432-8
• DSSTox Substance ID: DTXSID50394264
• Nikkaji Number: J1.891.951F
• Wikidata: Q72473373
• ChEMBL ID: CHEMBL5203343
• Mol file: 41731-83-3.mol

Synonyms:Ethyl 2-bromothiazole-5-carboxylate;41731-83-3;ethyl 2-bromo-1,3-thiazole-5-carboxylate;2-Bromo-thiazole-5-carboxylic acid ethyl ester;Ethyl2-bromothiazole-5-carboxylate;Ethyl 2-bromo-5-thiazolecarboxylate;MFCD00463837;2-bromothiazole-5-carboxylic acid ethyl ester;SCHEMBL274346;CHEMBL5203343;DTXSID50394264;KTYIFXLNIMPSKI-UHFFFAOYSA-N;2-Bromo-5-(ethoxycarbonyl)thiazole;STR07913;STK365910;AKOS005146124;AC-5471;CS-W002625;FS-2192;PB30639;SY006696;Ethyl 2-bromothiazole-5-carboxylate, 97%;ETHYL-2-BROMOTHIAZOLE-5-CARBOXYLATE;A6868;AM20100104;E0891;FT-0600585;2-bromo-5-thiazolecarboxylic acid ethyl ester;EN300-52388;2-bromo-1,3-thiazole-5-carboxylic ethyl ester;2-bromo-1,3-thiazole-5-carboxylic acid ethyl ester;Q-102475

Chemical Property of Ethyl 2-bromothiazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.00448mmHg at 25°C
• Refractive Index: n20/D 1.5530(lit.)
• Boiling Point: 277.6 °C at 760 mmHg
• PKA: -0.98±0.10(Predicted)
• Flash Point: 121.7 °C
• PSA: 67.43000
• Density: 1.654 g/cm³
• LogP: 2.08230
• Storage Temp.: Keep Cold
• Water Solubility.: Miscible is water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 234.93026
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99.0%, High purity. ^*data from raw suppliers

Ethyl 2-Bromothiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C(S1)Br
• Uses: Ethyl 2-bromothiazole-5-carboxylate is used in medicine, pharmaceutical intermediate

Technology Process of Ethyl 2-bromothiazole-5-carboxylate

There total 4 articles about Ethyl 2-bromothiazole-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: 80.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + ethyl cyanoformate (623-49-4) → ethyl 2-bromo-1,3-thiazole-5-carboxylate (41731-83-3)

Guidance literature:

2-bromo-1,3-thiazole; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride; In tetrahydrofuran; at -40 ℃; for 0.5h; Inert atmosphere;

ethyl cyanoformate; In tetrahydrofuran; at 25 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo201250n

Reference yield: 73.0%

2-amino-thiazole-5-carboxylic acid ethyl ester (32955-21-8) → ethyl 2-bromo-1,3-thiazole-5-carboxylate (41731-83-3)

Guidance literature:

2-amino-thiazole-5-carboxylic acid ethyl ester; With hydrogen bromide; sodium nitrite; In water; at 0 ℃; for 1h;

With copper(I) bromide; In water; at 8 ℃; for 4h;

Reference yield: 64.0%

→ ethyl 2-bromo-1,3-thiazole-5-carboxylate (41731-83-3)

Guidance literature:

upstream raw materials:

2-amino-thiazole-5-carboxylic acid ethyl ester

copper

2-bromo-1,3-thiazole

ethyl cyanoformate

Downstream raw materials:

2-bromo-thiazole-5-carboxylic acid

ethyl 2-anilino-1,3-thiazole-5-carboxylate

2-(3-chloro-phenoxy)-thiazol-5-carboxylic acid ethyl ester

Ethyl 2-(4-chlorophenoxy)thiazole-5-carboxylate

Refernces

• 1、 -. "Five-membered heteroaromatic derivative, preparation method and application thereof". Paragraph 0583-0587. . Retrieved 2021/07/08.
• 2、 -. "ACID ADDITION SALTS OF PIPERAZINE DERIVATIVES". Page/Page column 52; 53. . Retrieved 2017/09/09.