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CS-W001157 4
Total: USD 88.00

3,6-Dichlorobenzo[d]isoxazole

  • CAS No. 16263-54-0

  • Cat. No. CS-W021823
  • Molecule weight188.01
  • Purity≥95%
  • MDL No.MFCD06659626

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

3,6-Dichlorobenzo[d]isoxazole|CS-W021823

Structure of 16263-54-0

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General Information

  • CAS No. 16263-54-0
  • Cat. No. CS-W021823
  • Purity ≥95%
  • MDL No. MFCD06659626
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂NO
  • Molecular Weight 188.01
  • Synonym(s) 3,6-DICHLORO-1,2-BENZISOXAZOLE
  • SMILES ClC1=NOC2=C1C=CC(Cl)=C2

Description

3,6-Dichlorobenzo[d]isoxazole is a stable, electron-deficient heterocycle featuring two chlorine substituents at the 3 and 6 positions. This configuration enhances its reactivity in cross-coupling processes and provides robustness under standard bench conditions. The molecule integrates readily into complex scaffolds due to its defined electronic profile and favorable handling characteristics.

Application

3,6-Dichlorobenzo[d]isoxazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through palladium-catalyzed cross-coupling reactions. Its dichloro substitution pattern offers orthogonal reactivity for sequential functionalization, while the isoxazole core provides metabolic stability and favorable pharmacophore geometry. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Jiangsu Guohua Investment Co., Ltd; Shanghai Institute of Pharmaceutical Industry Patent: EP2322520 A1, 2011 ; Location in patent: Page/Page column 12 ;
  • Route2
    • 4-Chloro-n,2-dihydroxybenzamide|CS-0262487
      61799-78-8
    • ~%
    • In-stock
      3,6-Dichlorobenzo[d]isoxazole|CS-W021823
      16263-54-0

    References

    • Jiangsu Guohua Investment Co., Ltd; Shanghai Institute of Pharmaceutical Industry Patent: EP2322520 A1, 2011 ;
  • Route3

    References

    • Jiangsu Guohua Investment Co., Ltd; Shanghai Institute of Pharmaceutical Industry Patent: EP2322520 A1, 2011 ;

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   26.03
  • LogP   3.1346
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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