Cas no 885278-75-1 (2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester)

2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester is a brominated thiazole derivative with significant utility in organic synthesis and pharmaceutical research. This compound serves as a versatile intermediate in the preparation of heterocyclic compounds, particularly in the development of bioactive molecules. The presence of the 4-bromophenyl group enhances its reactivity in cross-coupling reactions, such as Suzuki or Heck couplings, facilitating further functionalization. The ethyl ester moiety improves solubility in organic solvents, making it suitable for diverse synthetic applications. Its well-defined structure and high purity make it a reliable building block for medicinal chemistry, particularly in the design of thiazole-based scaffolds for drug discovery.
2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester structure
885278-75-1 structure
Product Name:2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester
CAS No:885278-75-1
MF:C12H10BrNO2S
MW:312.182301044464
MDL:MFCD06738340
CID:720500
PubChem ID:44558336
Update Time:2025-10-20

2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-(4-bromophenyl)thiazole-4-carboxylate
    • 2-(4-BROMO-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
    • 4-Thiazolecarboxylicacid, 2-(4-bromophenyl)-, ethyl ester
    • ethyl 2-(4-bromophenyl)-1,3-thiazole-4-carboxylate
    • 2-(4-Bromophenyl)thiazole-4-carboxylic acid ethyl ester
    • PubChem7861
    • SBB066503
    • AB26936
    • BL008233
    • BC003294
    • ST2412895
    • AB0027286
    • W9103
    • A19603
    • 2-(4-BROMOPHEN
    • DB-077772
    • CS-0151684
    • MFCD06738340
    • DS-10449
    • SY064523
    • SCHEMBL998829
    • Ethyl2-(4-bromophenyl)thiazole-4-carboxylate
    • DTXSID70659423
    • 885278-75-1
    • AKOS015835641
    • 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester
    • MDL: MFCD06738340
    • Inchi: 1S/C12H10BrNO2S/c1-2-16-12(15)10-7-17-11(14-10)8-3-5-9(13)6-4-8/h3-7H,2H2,1H3
    • InChI Key: SJTSPSRXMTVFAU-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)C1=NC(C(=O)OCC)=CS1

Computed Properties

  • Exact Mass: 310.96200
  • Monoisotopic Mass: 310.962
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 269
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 67.4
  • XLogP3: 3.9

Experimental Properties

  • Density: 1.5
  • Boiling Point: 404.6°C at 760 mmHg
  • Flash Point: 198.5°C
  • Refractive Index: 1.602
  • PSA: 67.43000
  • LogP: 3.74930

2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester Security Information

2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester Customs Data

  • HS CODE:2934100090
  • Customs Data:

    China Customs Code:

    2934100090

    Overview:

    2934100090. Compounds that structurally contain a non fused thiazole ring(Whether hydrogenated or not). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester Production Method

Additional information on 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester

Comprehensive Overview of 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester (CAS No. 885278-75-1)

The compound 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester (CAS No. 885278-75-1) is a highly versatile thiazole derivative that has garnered significant attention in pharmaceutical and agrochemical research. With its unique molecular structure featuring a bromophenyl group and an ethyl ester moiety, this compound serves as a critical intermediate in the synthesis of bioactive molecules. Researchers and industries are increasingly exploring its potential applications, particularly in drug discovery and material science, aligning with current trends in green chemistry and sustainable synthesis.

One of the most searched questions about 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester revolves around its synthetic routes and reaction mechanisms. The compound is typically synthesized via condensation reactions involving 4-bromobenzaldehyde and ethyl 2-chloroacetoacetate, followed by cyclization to form the thiazole ring. This process highlights the growing demand for efficient catalytic methods and atom-economical transformations, which are hot topics in modern organic chemistry. Additionally, its solubility in common organic solvents like DMSO and ethanol makes it a practical choice for laboratory-scale applications.

In the context of drug development, 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester is often investigated for its pharmacophore properties. The thiazole core is known to exhibit diverse biological activities, including antimicrobial and anti-inflammatory effects. Recent studies have linked derivatives of this compound to potential kinase inhibition, a key area in cancer therapeutics. Such findings resonate with the rising interest in targeted therapies and personalized medicine, which dominate scientific discussions today.

From an industrial perspective, the compound’s stability under ambient conditions and ease of purification make it a preferred choice for scale-up processes. Its melting point (typically ranging between 120–125°C) and spectroscopic data (e.g., NMR and IR spectra) are well-documented, aiding in quality control. These attributes align with the increasing focus on process optimization and cost-effective manufacturing in the fine chemicals sector.

Environmental and regulatory considerations are also pivotal when discussing 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester. While the compound is not classified as hazardous, its handling protocols emphasize the use of personal protective equipment (PPE) to minimize exposure. This reflects broader industry shifts toward occupational safety and regulatory compliance, particularly in regions with stringent chemical regulations like the EU and North America.

In summary, 2-(4-Bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester (CAS No. 885278-75-1) represents a compelling case study at the intersection of synthetic chemistry, drug discovery, and industrial applications. Its relevance to contemporary research themes—such as catalyst design, therapeutic innovation, and sustainable production—ensures its continued prominence in scientific literature and commercial pipelines alike.

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