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CS-W001157 4
Total: USD 88.00

Quinoline-6-sulfonyl chloride

  • CAS No. 65433-99-0

  • Cat. No. CS-0262579
  • Purity≥95%
  • MDL No.MFCD03086095

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

Quinoline-6-sulfonyl chloride|CS-0262579

Structure of 65433-99-0

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General Information

  • CAS No. 65433-99-0
  • Cat. No. CS-0262579
  • Purity ≥95%
  • MDL No. MFCD03086095
  • Storage -20°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO₂S
  • Molecular Weight None
  • Synonym(s) 6-QUINOLINESULFONYLCHLORIDE
  • SMILES C1=CC2=CC(=CC=C2N=C1)S(=O)(=O)Cl

Description

Quinoline-6-sulfonyl chloride serves as a reactive acylating agent for amine functionalization, enabling direct installation of a quinoline-based sulfonyl group. This moiety enhances solubility and provides a rigid, electron-deficient scaffold useful in medicinal chemistry and fluorescent probe design. The reagent exhibits high stability under standard conditions and facilitates efficient coupling without requiring additional activators.

Application

Quinoline-6-sulfonyl chloride serves as a versatile building block for the synthesis of sulfonamide-containing heterocycles, enabling efficient introduction of a sulfonyl group at the C6 position of quinoline. Its reactivity facilitates nucleophilic substitution with amines and alcohols under mild conditions, offering high functional group tolerance and ease of purification. The resulting sulfonamides are valuable intermediates in medicinal chemistry and catalytic system design.

Synthesis

  • Route1
    • Quinoline-6-thiol|CS-0754596
      100653-59-6
    • ~86%
    • In-stock
      Quinoline-6-sulfonyl chloride|CS-0262579
      65433-99-0

    References

    • Maslankiewicz, Andrzej; Marciniec, Krzysztof; Pawlowski, Maciej; Zajdel, Pawel Heterocycles, 2007 , vol. 71, # 9 p. 1975 - 1990
  • Route2
    • null|null
      1160-97-0
    • ~%
    • In-stock
      Quinoline-6-sulfonyl chloride|CS-0262579
      65433-99-0

    References

    • Journal of Molecular Structure, , vol. 1015, p. 46 - 50
  • Route3
    • Quinoline-6-sulfonic acid|CS-0368260
      65433-95-6
    • ~%
    • In-stock
      Quinoline-6-sulfonyl chloride|CS-0262579
      65433-99-0

    References

    • Farmaco, Edizione Scientifica, , vol. 9, p. 459,463,464 Zhurnal Obshchei Khimii, , vol. 28, p. 1003,1005; engl. Ausg. S. 976, 978

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
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   47.03
  • LogP   2.1623
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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