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CS-W001157 4
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Ethyl 2-bromobenzo[d]thiazole-6-carboxylate

  • CAS No. 99073-88-8

  • Cat. No. CS-W003539
  • Purity≥98%
  • MDL No.MFCD08669850

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

Ethyl 2-bromobenzo[d]thiazole-6-carboxylate|CS-W003539

Structure of 99073-88-8

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General Information

  • CAS No. 99073-88-8
  • Cat. No. CS-W003539
  • Purity ≥98%
  • MDL No. MFCD08669850
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO₂S
  • Molecular Weight 286.15
  • Synonym(s) Ethyl 2-bromo-6-benzothiazolecarboxylate
  • SMILES O=C(C1=CC=C2N=C(Br)SC2=C1)OCC

Description

Ethyl 2-bromobenzo[d]thiazole-6-carboxylate features a brominated benzo[d]thiazole core with a carboxylate ester handle, enabling direct functionalization in transition-metal-catalyzed cross-coupling reactions. The electron-deficient heterocycle pairs effectively with palladium systems, delivering high yields in C–C bond formation. This bench-stable reagent streamlines access to complex thiazole-based scaffolds for medicinal chemistry and materials synthesis.

Application

Ethyl 2-bromobenzo[d]thiazole-6-carboxylate serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its bromo substituent facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the ester group supports further derivatization. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • WO2004/63155 A1, ; Page 148-149 ; WO 2004/063155 A1
  • Route2

    References

    • US5496816 A1, ;

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   39.19
  • LogP   3.2355
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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