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CS-W001157 4
Total: USD 88.00

2-(Ethoxycarbonyl)thiazole-4-carboxylic acid

  • CAS No. 911466-96-1

  • Cat. No. CS-W019091
  • Purity≥97%
  • MDL No.MFCD11110995

*For research and further manufacturing use only, not for direct human use.

2-(Ethoxycarbonyl)thiazole-4-carboxylic acid|CS-W019091

Structure of 911466-96-1

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General Information

  • CAS No. 911466-96-1
  • Cat. No. CS-W019091
  • Purity ≥97%
  • MDL No. MFCD11110995
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₄S
  • Molecular Weight 201.20
  • Synonym(s) 2,4-Thiazoledicarboxylic acid,2-ethyl ester
  • SMILES O=C(C1=CSC(C(OCC)=O)=N1)O

Description

2-(Ethoxycarbonyl)thiazole-4-carboxylic acid features a thiazole scaffold bearing both ethoxycarbonyl and carboxylic acid functionalities, enabling direct integration into heterocyclic synthesis. The electron-deficient ring facilitates nucleophilic substitution, while the orthogonal polar groups support conjugation in bioactive molecule design. This bench-stable reagent streamlines access to functionalized thiazoles under standard conditions.

Application

2-(Ethoxycarbonyl)thiazole-4-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to thiazole-based scaffolds through standard amidation, esterification, and decarboxylation protocols. Its dual electrophilic (carboxylate and carbonyl) functionalities tolerate diverse reaction conditions and facilitate downstream derivatization in medicinal chemistry workflows. The ethoxycarbonyl group enhances solubility and simplifies purification, while the intact thiazole ring ensures structural stability under common bench-scale transformations.

Synthesis

  • Route1

    References

    • SCHERING CORPORATION Patent: WO2008/54702 A1, 2008 ; Location in patent: Page/Page column 134-135 ; WO 2008/054702 A1
  • Route2
    • Diethyl thiazole-2,4-dicarboxylate|CS-0664661
      40235-67-4
    • ~%
    • In-stock
      2-(Ethoxycarbonyl)thiazole-4-carboxylic acid|CS-W019091
      911466-96-1

    References

    • Phosphorus, Sulfur and Silicon and the Related Elements, , vol. 186, # 5 p. 1312 - 1315
  • Route3

    References

    • SCHERING CORPORATION Patent: WO2008/54702 A1, 2008 ; Location in patent: Page/Page column 134-135 ; WO 2008/054702 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   76.49
  • LogP   1.018
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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