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CS-W001157 4
Total: USD 88.00

2,4-Dichlorothiazole-5-carboxylic acid

  • CAS No. 62019-56-1

  • Cat. No. CS-W006578
  • Purity≥97%
  • MDL No.MFCD09909676

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

2,4-Dichlorothiazole-5-carboxylic acid|CS-W006578

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General Information

  • CAS No. 62019-56-1
  • Cat. No. CS-W006578
  • Purity ≥97%
  • MDL No. MFCD09909676
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄HCl₂NO₂S
  • Molecular Weight 198.03
  • Synonym(s) 5-Thiazolecarboxylic acid, 2,4-dichloro-
  • SMILES O=C(C1=C(Cl)N=C(Cl)S1)O

Description

2,4-Dichlorothiazole-5-carboxylic acid features a rigid thiazole core functionalized with two chlorine atoms and a carboxylic acid group, enabling direct incorporation into bioactive scaffolds. The electron-deficient heterocycle facilitates cross-coupling reactions under mild conditions, while the carboxylic acid provides a handle for derivatization via amide or ester formation. This compound serves as a key building block in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Application

2,4-Dichlorothiazole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to thiazole-based scaffolds through nucleophilic substitution and transition-metal-catalyzed coupling reactions. The dichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the carboxylic acid group facilitates direct derivatization or salt formation. Its bench-stable crystalline form supports reliable handling and purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Hasegawa, Masaichi; Kano, Kazuya; Nakano, Masato; Yamabe, Mariko Patent: US2009/270456 A1, 2009 ; Location in patent: Page/Page column 8 ;
  • Route2
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      124-38-9
    • In-stock
      2,4-Dichlorothiazole|CS-W018061
      4175-76-2
    • ~%
    • In-stock
      2,4-Dichlorothiazole-5-carboxylic acid|CS-W006578
      62019-56-1

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 2 p. 215 - 219

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   50.19
  • LogP   2.1481
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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