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CS-W001157 4
Total: USD 88.00

6-Chloro-5-fluoroindoline-2,3-dione

  • CAS No. 96202-57-2

  • Cat. No. CS-0060135
  • Purity≥95%
  • MDL No.None

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

6-Chloro-5-fluoroindoline-2,3-dione|CS-0060135

Structure of 96202-57-2

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General Information

  • CAS No. 96202-57-2
  • Cat. No. CS-0060135
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃ClFNO₂
  • Molecular Weight 199.57
  • Synonym(s) 6-Chloro-5-fluoroisatin
  • SMILES O=C1NC2=C(C=C(F)C(Cl)=C2)C1=O

Description

6-Chloro-5-fluoroindoline-2,3-dione features a fused bicyclic core with strategically positioned halogen substituents that enhance reactivity and electronic modulation. The chloro and fluoro groups at the 6- and 5-positions respectively create a highly electron-deficient system, enabling efficient participation in cycloadditions and electrophilic transformations. This compound serves as a valuable scaffold for constructing complex heterocycles under mild conditions.

Application

6-Chloro-5-fluoroindoline-2,3-dione serves as a versatile building block in synthetic organic chemistry, enabling the construction of fluorinated heterocyclic scaffolds via cycloaddition and nucleophilic substitution reactions. Its electron-deficient quinone core facilitates regioselective functionalization, while the chloro and fluoro substituents offer orthogonal handles for further derivatization. The compound exhibits excellent bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • 4-Fluoro-3-chloroaniline Gefitinib Impurity|CS-0229026
      367-21-5
    • null|null
      302-17-0
    • ~%
    • In-stock
      6-Chloro-5-fluoroindoline-2,3-dione|CS-0060135
      96202-57-2

    References

    • European Journal of Medicinal Chemistry, , vol. 46, # 1 p. 275 - 284
  • Route2

    References

    • WO2011/119701 A1, ; WO 2011/119701 A1
  • Route3
    • 4-Fluoro-3-chloroaniline Gefitinib Impurity|CS-0229026
      367-21-5
    • ~%
    • In-stock
      6-Chloro-5-fluoroindoline-2,3-dione|CS-0060135
      96202-57-2

    References

    • Farmaco, , vol. 57, # 1 p. 63 - 69

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   46.17
  • LogP   1.6139
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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