4-Thiazolecarboxylic acid, 2-bromo-5-phenyl-, methyl ester

Base Information

• Chemical Name: 4-Thiazolecarboxylic acid, 2-bromo-5-phenyl-, methyl ester
• CAS No.: 127919-00-0
• Molecular Formula: C11H8BrNO2S
• Molecular Weight: 298.16
• DSSTox Substance ID: DTXSID00431113
• Wikidata: Q82244918
• Mol file: 127919-00-0.mol

Synonyms:127919-00-0;Methyl 2-bromo-5-phenyl-1,3-thiazole-4-carboxylate;4-Thiazolecarboxylic acid, 2-bromo-5-phenyl-, methyl ester;SCHEMBL980858;2-bromo-5-phenyl-thiazole-4-carboxylic acid methyl ester;DTXSID00431113;UQENVOAJIRWFAI-UHFFFAOYSA-N;methyl 2-bromo-5-phenyl-4thiazolecarboxylate;methyl 2-bromo-5-phenyl-4-thiazolecarboxylate;EN300-1458196

Chemical Property of 4-Thiazolecarboxylic acid, 2-bromo-5-phenyl-, methyl ester

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 296.94591
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(SC(=N1)Br)C2=CC=CC=C2

Technology Process of 4-Thiazolecarboxylic acid, 2-bromo-5-phenyl-, methyl ester

There total 2 articles about 4-Thiazolecarboxylic acid, 2-bromo-5-phenyl-, methyl 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: 88.0%

methyl 2-amino-5-phenyl-1,3-thiazole-4-carboxylate (80625-18-9) → methyl 2-bromo-5-phenyl-1,3-thiazole-4-carboxylate (127919-00-0)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 20 - 60 ℃; for 3h;

Reference yield:

copper(II)bromide (7789-45-9) + methyl 2-amino-5-phenyl-1,3-thiazole-4-carboxylate (80625-18-9) → methyl 2-bromo-5-phenyl-1,3-thiazole-4-carboxylate (127919-00-0)

Guidance literature:

With sodium hydroxide; In tert.-butylnitrite; acetonitrile;

Reference yield:

methyl 2-bromo-5-phenyl-1,3-thiazole-4-carboxylate (127919-00-0) + tri-n-butyl-cyclopropyltin (17857-70-4) → methyl 2-cyclopropyl-5-phenyl-1,3-thiazole-4-carboxylate (1038508-84-7)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In 1,2-dichloro-ethane; at 80 ℃; for 24h;

upstream raw materials:

methyl 2-amino-5-phenyl-1,3-thiazole-4-carboxylate

copper(II)bromide

Downstream raw materials:

t-butyl [2-(2-bromo-5-phenyl-4-thiazolecarboxamido)ethyl]carbamate

methyl 2-cyclopropyl-5-phenyl-1,3-thiazole-4-carboxylate

C₁₄H₁₀N₂O₂S₂