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CS-W001157 4
Total: USD 88.00

3-Chlorobenzo[d]isothiazole

  • CAS No. 7716-66-7

  • Cat. No. CS-W016032
  • Purity≥98%
  • MDL No.MFCD00673254

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

3-Chlorobenzo[d]isothiazole|CS-W016032

Structure of 7716-66-7

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General Information

  • CAS No. 7716-66-7
  • Cat. No. CS-W016032
  • Purity ≥98%
  • MDL No. MFCD00673254
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNS
  • Molecular Weight 169.63
  • Synonym(s) 3-Chloro-1,2-benzisothiazole
  • SMILES ClC1=NSC2=CC=CC=C12

Description

3-Chlorobenzo[d]isothiazole is a heterocyclic scaffold featuring a chlorine substituent at the 3-position, offering enhanced electron-withdrawing character and improved metabolic stability. This moiety integrates readily into pharmaceutical intermediates and functional materials, providing a robust platform for C–H functionalization and transition metal-catalyzed coupling reactions under standard conditions.

Application

3-Chlorobenzo[d]isothiazole serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of bioactive scaffolds through palladium-catalyzed cross-coupling reactions. Its electrophilic chlorine atom facilitates direct functionalization under mild conditions, while the fused isothiazole ring imparts structural rigidity and enhanced metabolic stability. The compound exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Bayer Aktiengesellschaft Patent: US5883258 A1, 1999 ;
  • Route2
    • In-stock
      Benzisothiazolone|CS-W018117
      2634-33-5
    • null|null
      7732-18-5
    • ~%
    • In-stock
      3-Chlorobenzo[d]isothiazole|CS-W016032
      7716-66-7

    References

    • US4590196 A1, ; US 4590196 A
  • Route3
    • null|null
      19602-82-5
    • ~%
    • In-stock
      3-Chlorobenzo[d]isothiazole|CS-W016032
      7716-66-7

    References

    • Journal of Medicinal Chemistry, , vol. 29, # 3 p. 359 - 369

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   12.89
  • LogP   2.9497
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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