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CS-W001157 4
Total: USD 88.00

5-Chlorobenzo[b]thiophene-2-carboxylic acid

  • CAS No. 13771-75-0

  • Cat. No. CS-0445721
  • Purity≥98%
  • MDL No.None

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

5-Chlorobenzo[b]thiophene-2-carboxylic acid|CS-0445721

Structure of 13771-75-0

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General Information

  • CAS No. 13771-75-0
  • Cat. No. CS-0445721
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅ClO₂S
  • Molecular Weight 212.65
  • Synonym(s) 5-Chloro-1-benzothiophene-2-carboxylic acid
  • SMILES C1=C(C=C2C=C(C(=O)O)SC2=C1)Cl

Description

5-Chlorobenzo[b]thiophene-2-carboxylic acid features a fused heterocyclic core with a chlorinated benzene ring and a carboxylic acid functional group at the 2-position. This electron-deficient scaffold integrates readily into pharmaceutical intermediates, enabling efficient coupling reactions under standard conditions. The molecule exhibits enhanced solubility in polar organic solvents and maintains stability during routine synthetic manipulations.

Application

5-Chlorobenzo[b]thiophene-2-carboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the carboxylic acid and chloro positions. Its structural rigidity and electron-withdrawing substituents facilitate coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations, with predictable regiochemistry. The compound exhibits good bench stability and is compatible with standard purification methods, making it suitable for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • In-stock
      5-Chlorobenzothiophene|CS-W002268
      20532-33-6
    • null|null
      594-19-4
    • ~%
    • In-stock
      5-Chlorobenzo[b]thiophene-2-carboxylic acid|CS-0445721
      13771-75-0

    References

    • EP1270557 A1, ;
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 50, # 20 p. 4793 - 4807

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.2529
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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