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CS-W001157 4
Total: USD 88.00

4-Chloroindoline-2,3-dione

  • CAS No. 6344-05-4

  • Cat. No. CS-W002403
  • Purity≥97%
  • MDL No.MFCD00129178

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

4-Chloroindoline-2,3-dione|CS-W002403

Structure of 6344-05-4

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General Information

  • CAS No. 6344-05-4
  • Cat. No. CS-W002403
  • Purity ≥97%
  • MDL No. MFCD00129178
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄ClNO₂
  • Molecular Weight None
  • Synonym(s) Indole-2,3-dione, 4-chloro-
  • SMILES O=C1NC2=C(C(Cl)=CC=C2)C1=O

Description

4-Chloroindoline-2,3-dione features a chlorinated indoline core with two adjacent carbonyl groups, delivering high reactivity in cycloaddition and electrophilic substitution reactions. This electron-deficient scaffold integrates readily into complex heterocyclic architectures under mild conditions.

Application

4-Chloroindoline-2,3-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted indole scaffolds via cycloaddition and condensation reactions. Its electrophilic C4-chloro group facilitates nucleophilic substitution under mild conditions, while the diketone moiety supports enolization and cyclization pathways. The compound exhibits good bench stability and compatibility with common functional groups, making it suitable for use in medicinal chemistry campaigns targeting heterocyclic libraries and API intermediates.

Synthesis

  • Route1
    • null|null
      302-17-0
    • null|null
      108-42-9
    • ~34%
    • In-stock
      4-Chloroindoline-2,3-dione|CS-W002403
      6344-05-4

    References

    • Chinese Chemical Letters, , vol. 24, # 10 p. 929 - 933
  • Route2
    • null|null
      17122-55-3
    • ~%
    • In-stock
      4-Chloroindoline-2,3-dione|CS-W002403
      6344-05-4

    References

    • Journal of Medicinal Chemistry, , vol. 56, # 21 p. 8321 - 8331
  • Route3
    • null|null
      17122-55-3
    • ~67%
    • In-stock
      6-Chloroisatin|CS-W002353
      6341-92-0
    • In-stock
      4-Chloroindoline-2,3-dione|CS-W002403
      6344-05-4

    References

    • Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, , vol. 29, # 6 p. 578 - 581

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P280-P305+P351+P338-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.17
  • LogP   1.4748
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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