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CS-W001157 4
Total: USD 88.00

5-Bromo-2-methoxybenzenesulfonamide

  • CAS No. 23095-14-9

  • Cat. No. CS-0139629
  • Purity≥96%
  • MDL No.MFCD06808831

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

5-Bromo-2-methoxybenzenesulfonamide|CS-0139629

Structure of 23095-14-9

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General Information

  • CAS No. 23095-14-9
  • Cat. No. CS-0139629
  • Purity ≥96%
  • MDL No. MFCD06808831
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO₃S
  • Molecular Weight 266.11
  • Synonym(s) 5-Bromo-2-methoxybenzenesulphonamide
  • SMILES O=S(C1=CC(Br)=CC=C1OC)(N)=O

Description

5-Bromo-2-methoxybenzenesulfonamide features a bromine substituent at the para position relative to the sulfonamide group, enhancing electrophilic reactivity. The methoxy group provides electron-donating character and improves solubility in organic solvents. This compound serves as a key intermediate in the synthesis of biologically active sulfonamides and pharmaceuticals requiring halogenated aromatic scaffolds.

Application

5-Bromo-2-methoxybenzenesulfonamide serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the sulfonamide nitrogen and ortho-position to the methoxy group. Its bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the methoxy substituent enhances solubility and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with standard purification techniques, making it ideal for iterative synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Fomovska, Alina; Huang, Qingqing; El Bissati, Kamal; Mui, Ernest J.; Witola, William H.; Cheng, Gang; Zhou, Ying; Sommerville, Caroline; Roberts, Craig W.; Bettis, Sam; Prigge, Sean T.; Afanador, Gustavo A.; Hickman, Mark R.; Lee, Patty J.; Leed, Susan E.; Auschwitz, Jennifer M.; Pieroni, Marco; Stec, Jozef; Muench, Stephen P.; Rice, David W.; Kozikowski, Alan P.; McLeod, Rima Antimicrobial Agents and Chemotherapy, 2012 , vol. 56, # 5 p. 2666 - 2682
  • Route2
    • null|null
      1336-21-6
    • In-stock
      5-Bromo-2-methoxybenzenesulfonyl chloride|CS-W010023
      23095-05-8
    • ~%
    • In-stock
      5-Bromo-2-methoxybenzenesulfonamide|CS-0139629
      23095-14-9

    References

    • US6242493 B1, ; US 6242493 B1
  • Route3
    • null|null
      104-92-7
    • ~%
    • In-stock
      5-Bromo-2-methoxybenzenesulfonamide|CS-0139629
      23095-14-9

    References

    • Journal of the American Chemical Society, , vol. 62, p. 603

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

Quality Control

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Computational Chemistry Data

  • TPSA   69.39
  • LogP   1.1051
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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