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CS-W001157 4
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6-Chloro-3-pyridinesulfonyl chloride

  • CAS No. 6684-39-5

  • Cat. No. CS-W009066
  • Purity≥95%
  • MDL No.MFCD03541049

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

6-Chloro-3-pyridinesulfonyl chloride|CS-W009066

Structure of 6684-39-5

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General Information

  • CAS No. 6684-39-5
  • Cat. No. CS-W009066
  • Purity ≥95%
  • MDL No. MFCD03541049
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Cl₂NO₂S
  • Molecular Weight 212.06
  • Synonym(s) 2-Chloropyridine-5-sulfonyl chloride; 6-chloropyridine-3-sulfonyl Chloride
  • SMILES O=S(C1=CC=C(Cl)N=C1)(Cl)=O

Description

6-Chloro-3-pyridinesulfonyl chloride features a chlorinated pyridine scaffold paired with a reactive sulfonyl chloride group, enabling direct conjugation in synthetic transformations. This electrophilic moiety facilitates efficient coupling under mild conditions, delivering stable heterocyclic architectures ideal for pharmaceutical intermediates and functional materials.

Application

6-Chloro-3-pyridinesulfonyl chloride serves as a versatile electrophilic sulfonylating agent, enabling efficient introduction of the 6-chloro-3-pyridylsulfonyl group into diverse substrates. Its reactivity facilitates rapid functionalization of nucleophiles such as amines and alcohols under mild conditions, offering high yields and excellent bench stability. The chloropyridine moiety enhances compatibility with subsequent cross-coupling reactions, making it a valuable building block for medicinal chemistry campaigns and heterocyclic scaffold elaboration.

Synthesis

  • Route1

    References

    • BERRY, Angela; CIRILLO, Pier Francesco; HICKEY, Eugene Richard; RIETHER, Doris; Thomson, David S.; ERMANN, Monika; JENKINS, James Edward; MUSHI, Innocent; TAYLOR, Malcolm; CHOWDHURY, Chandana; PALMER, Christopher Francis; BLUMIRE, Nigel Patent: US2008/39464 A1, 2008 ; Location in patent: Page/Page column 30-31 ; US 20080039464 A1
  • Route2

    References

    • American Cyanamid Company Patent: US6225311 B1, 2001 ;
  • Route3
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      876489-80-4
    • ~%
    • In-stock
      6-Chloro-3-pyridinesulfonyl chloride|CS-W009066
      6684-39-5

    References

    • Journal of the American Chemical Society, , vol. 71, p. 387,389

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H302-H312-H332
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P304+P341-P305+P351+P338-P310-P312-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   47.03
  • LogP   1.6625
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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