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CS-W001157 4
Total: USD 88.00

2,5-Dichlorobenzo[d]thiazole

  • CAS No. 2941-48-2

  • Cat. No. CS-W019279
  • Purity≥95%
  • MDL No.MFCD00044024

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

2,5-Dichlorobenzo[d]thiazole|CS-W019279

Structure of 2941-48-2

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General Information

  • CAS No. 2941-48-2
  • Cat. No. CS-W019279
  • Purity ≥95%
  • MDL No. MFCD00044024
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂NS
  • Molecular Weight 204.08
  • Synonym(s) 2,5-Dichlorobenzothiazole
  • SMILES ClC1=CC=C(SC(Cl)=N2)C2=C1

Description

2,5-Dichlorobenzo[d]thiazole features a rigid, electron-deficient heterocyclic core that integrates seamlessly into pharmaceutical and materials synthesis. The ortho-chlorine substituents enhance reactivity in electrophilic substitution while maintaining stability under standard conditions. This compound serves as a key scaffold for bioactive molecules and functional polymers.

Application

2,5-Dichlorobenzo[d]thiazole serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of complex scaffolds via palladium-catalyzed cross-coupling reactions. The dichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the benzo[d]thiazole core offers enhanced stability and favorable electronic properties for medicinal chemistry applications. Its bench-stable nature and compatibility with standard synthetic protocols facilitate straightforward purification and integration into multi-step sequences.

Synthesis

  • Route1

    References

    • Amgen Inc. Patent: US2005/250820 A1, 2005 ; Location in patent: Page/Page column 71 ; US 20050250820 A1
  • Route2
    • 5-Chloro-2-hydrazinylbenzo[d]thiazole|CS-0539549
      20174-72-5
    • ~%
    • In-stock
      2,5-Dichlorobenzo[d]thiazole|CS-W019279
      2941-48-2

    References

    • Ouyang, Liang; Huang, Yuhui; Zhao, Yuwei; He, Gu; Xie, Yongmei; Liu, Jie; He, Jun; Liu, Bo; Wei, Yuquan Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 9 p. 3044 - 3049
  • Route3

    References

    • Ouyang, Liang; Huang, Yuhui; Zhao, Yuwei; He, Gu; Xie, Yongmei; Liu, Jie; He, Jun; Liu, Bo; Wei, Yuquan Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 9 p. 3044 - 3049

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   3.6031
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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