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CS-W001157 4
Total: USD 88.00

4-Bromo-N,N-dimethyl-benzenesulfonamide

  • CAS No. 707-60-8

  • Cat. No. CS-D1174
  • Purity≥98%
  • MDL No.MFCD00017834

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

4-Bromo-N,N-dimethyl-benzenesulfonamide|CS-D1174

Structure of 707-60-8

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General Information

  • CAS No. 707-60-8
  • Cat. No. CS-D1174
  • Purity ≥98%
  • MDL No. MFCD00017834
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BrNO₂S
  • Molecular Weight 264.14
  • Synonym(s) 4-Bromo-N,N-dimethylbenzenesulfonamide
  • SMILES O=S(C1=CC=C(Br)C=C1)(N(C)C)=O

Description

4-Bromo-N,N-dimethyl-benzenesulfonamide features a brominated aromatic ring paired with a sterically hindered sulfonamide group, enabling robust coupling in cross-coupling reactions. The dimethyl substitution enhances solubility and stability under standard conditions, while the para-bromo handle facilitates efficient functionalization in synthetic workflows.

Application

4-Bromo-N,N-dimethyl-benzenesulfonamide serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its bromo group facilitates Suzuki, Stille, and Negishi couplings, while the sulfonamide moiety provides metabolic stability and hydrogen-bonding capacity. The dimethyl substitution enhances solubility and reduces basicity, improving handling and purification. This compound functions reliably in multi-step synthesis of bioactive scaffolds.

Synthesis

  • Route1
    • null|null
      124-40-3
    • null|null
      98-58-8
    • ~95%
    • In-stock
      4-Bromo-N,N-dimethyl-benzenesulfonamide|CS-D1174
      707-60-8

    References

    • ELI LILLY AND COMPANY Patent: WO2004/9086 A1, 2004 ; Location in patent: Page/Page column 60 ; WO 2004/009086 A1
  • Route2
    • null|null
      506-59-2
    • null|null
      98-58-8
    • ~34%
    • In-stock
      4-Bromo-N,N-dimethyl-benzenesulfonamide|CS-D1174
      707-60-8

    References

    • MERCK and CO., INC.; SUNESIS PHARMACEUTICALS, INC. Patent: WO2006/44497 A2, 2006 ; Location in patent: Page/Page column 130 ; WO 2006/044497 A2
  • Route3
    • In-stock
      4-Bromobenzenethiol|CS-0019997
      106-53-6
    • null|null
      68-12-2
    • ~56%
    • In-stock
      4-Bromo-N,N-dimethyl-benzenesulfonamide|CS-D1174
      707-60-8

    References

    • Huang, Xin; Wang, Jichao; Ni, Zhangqin; Wang, Sichang; Pan, Yuanjiang Chemical Communications, 2014 , vol. 50, # 35 p. 4582 - 4584

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   37.38
  • LogP   1.6994
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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