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CS-W001157 4
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2-Chloropyridine-3-sulfonyl chloride

  • CAS No. 6684-06-6

  • Cat. No. CS-0051922
  • Purity≥97%
  • MDL No.None

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

2-Chloropyridine-3-sulfonyl chloride|CS-0051922

Structure of 6684-06-6

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General Information

  • CAS No. 6684-06-6
  • Cat. No. CS-0051922
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Cl₂NO₂S
  • Molecular Weight 212.05
  • Synonym(s) 3-pyridinesulfonyl chloride, 2-methyl-
  • SMILES ClC1=NC=CC=C1S(Cl)(=O)=O

Description

2-Chloropyridine-3-sulfonyl chloride features a reactive sulfonyl chloride group flanked by a chlorine-substituted pyridine ring, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates efficient sulfonamide formation under mild conditions, offering high functional group tolerance and compatibility with diverse reaction environments in synthetic and medicinal chemistry workflows.

Application

2-Chloropyridine-3-sulfonyl chloride serves as a versatile acylating agent for the introduction of a pyridylsulfonyl group under mild conditions. It enables efficient functionalization of amines and alcohols, facilitating the synthesis of sulfonamide and sulfonate derivatives with high chemoselectivity. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Bayer Aktiengesellschaft Patent: US6365780 B1, 2002 ; Location in patent: Page column 6-7 ;
  • Route2

    References

    • TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2006/36024 A1, 2006 ; Location in patent: Page/Page column 161-162 ;
  • Route3
    • null|null
      69212-33-5
    • ~86%
    • In-stock
      2-Chloropyridine-3-sulfonyl chloride|CS-0051922
      6684-06-6

    References

    • Hogan, Philip J.; Cox, Brian G. Organic Process Research and Development, 2009 , vol. 13, # 5 p. 875 - 879

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302+H312+H332-H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-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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