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CS-W001157 4
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4-(Dimethylamino)benzenesulfonyl chloride

  • CAS No. 19715-49-2

  • Cat. No. CS-0158895
  • Purity≥97%
  • MDL No.MFCD19200057

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

4-(Dimethylamino)benzenesulfonyl chloride|CS-0158895

Structure of 19715-49-2

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General Information

  • CAS No. 19715-49-2
  • Cat. No. CS-0158895
  • Purity ≥97%
  • MDL No. MFCD19200057
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀ClNO₂S
  • Molecular Weight 219.69
  • Synonym(s) p-(Dimethylamino)benzenesulfonyl chloride
  • SMILES O=S(C1=CC=C(N(C)C)C=C1)(Cl)=O

Description

4-(Dimethylamino)benzenesulfonyl chloride features a strongly electron-donating dimethylamino group that enhances reactivity in nucleophilic substitution, enabling efficient sulfonamide formation. The sulfonyl chloride moiety provides a robust handle for conjugation under mild conditions. This compound serves as a key intermediate in the synthesis of bioactive sulfonamides and fluorescent probes.

Application

4-(Dimethylamino)benzenesulfonyl chloride serves as a versatile sulfonylating agent for the synthesis of sulfonamide derivatives. Its electron-donating dimethylamino group enhances reactivity in nucleophilic substitution, enabling efficient coupling with amines and alcohols under mild conditions. The reagent exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry and process development workflows involving sulfonamide-based scaffolds.

Synthesis

  • Route1

    References

    • Binisti, Carine; Assogba, Leon; Touboul, Estera; Mounier, Carine; Huet, Jack; Ombetta, Jean-Edouard; Dong, Chang Zhi; Redeuilh, Catherine; Heymans, Francoise; Godfroid, Jean-Jacques European Journal of Medicinal Chemistry, 2001 , vol. 36, # 10 p. 809 - 828
  • Route2
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      121-69-7
    • ~%
    • In-stock
      4-(Dimethylamino)benzenesulfonyl chloride|CS-0158895
      19715-49-2

    References

    • Anacor Pharmaceuticals, Inc.; GlaxoSmithKline Patent: US2010/256092 A1, 2010 ; US 20100256092 A1
  • Route3
    • null|null
      586-77-6
    • ~%
    • In-stock
      4-(Dimethylamino)benzenesulfonyl chloride|CS-0158895
      19715-49-2

    References

    • Pandya, Rina; Murashima, Takashi; Tedeschi, Livio; Barrett, Anthony G. M. Journal of Organic Chemistry, 2003 , vol. 68, # 21 p. 8274 - 8276

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   1.6801
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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