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5-Bromo-2-chlorobenzo[d]thiazole

  • CAS No. 824403-26-1

  • Cat. No. CS-0005545
  • Purity≥97%
  • MDL No.MFCD09749227

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

5-Bromo-2-chlorobenzo[d]thiazole|CS-0005545

Structure of 824403-26-1

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General Information

  • CAS No. 824403-26-1
  • Cat. No. CS-0005545
  • Purity ≥97%
  • MDL No. MFCD09749227
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrClNS
  • Molecular Weight 248.53
  • Synonym(s) 5-BROMO-2-CHLOROBENZOTHIAZOLE
  • SMILES ClC1=NC2=CC(Br)=CC=C2S1

Description

5-Bromo-2-chlorobenzo[d]thiazole features a fused heterocyclic core with complementary halogen substituents enabling selective cross-coupling transformations. The bromine and chlorine atoms facilitate sequential functionalization, while the electron-deficient ring system enhances reactivity in palladium-catalyzed processes. This compound serves as a robust scaffold for constructing complex aromatic architectures under standard conditions.

Application

5-Bromo-2-chlorobenzo[d]thiazole serves as a versatile building block in medicinal chemistry and materials science, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The ortho-halogenated scaffold exhibits excellent bench stability, tolerates diverse functional groups, and facilitates modular synthesis of complex heterocyclic architectures. Its dual halogenation pattern supports sequential coupling strategies, making it ideal for constructing multi-substituted benzo[d]thiazole scaffolds relevant to kinase inhibitors and organic semiconductors.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.7122
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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