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CS-W001157 4
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5-Bromothiophene-2-sulfonamide

  • CAS No. 53595-65-6

  • Cat. No. CS-W002311
  • Purity≥97%
  • MDL No.MFCD00067990

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

5-Bromothiophene-2-sulfonamide|CS-W002311

Structure of 53595-65-6

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General Information

  • CAS No. 53595-65-6
  • Cat. No. CS-W002311
  • Purity ≥97%
  • MDL No. MFCD00067990
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄BrNO₂S₂
  • Molecular Weight 242.11
  • Synonym(s) 5-Bromo-2-thiophenesulfonamide
  • SMILES BrC1=CC=C(S(N)(=O)=O)S1

Description

5-Bromothiophene-2-sulfonamide features a brominated thiophene core paired with a sulfonamide group, enabling direct incorporation into bioactive scaffolds. The electron-deficient thiophene ring enhances reactivity in cross-coupling processes, while the sulfonamide moiety provides hydrogen-bonding capacity and metabolic stability. This compound serves as a key building block for pharmaceutical intermediates and functional materials.

Application

5-Bromothiophene-2-sulfonamide serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both bromine and sulfonamide functionalities into target molecules. The bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the sulfonamide group provides hydrogen bonding capacity and metabolic stability. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Yates, Matthew H.; Kallman, Neil J.; Ley, Christopher P.; Wei, Jeffrey N. Organic Process Research and Development, 2009 , vol. 13, # 2 p. 255 - 262

Safety Information

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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-P302+P352-P304+P340

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   1.158
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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