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CS-W001157 4
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2-Bromo-6-methoxybenzothiazole

  • CAS No. 2941-58-4

  • Cat. No. CS-M0621
  • Purity≥98%
  • MDL No.MFCD08459026

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

2-Bromo-6-methoxybenzothiazole|CS-M0621

Structure of 2941-58-4

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General Information

  • CAS No. 2941-58-4
  • Cat. No. CS-M0621
  • Purity ≥98%
  • MDL No. MFCD08459026
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNOS
  • Molecular Weight 244.11
  • Synonym(s) 2-Bromo-6-methoxy-1,3-benzothiazole
  • SMILES BrC(SC1=C2)=NC1=CC=C2OC

Description

2-Bromo-6-methoxybenzothiazole features a benzothiazole core functionalized with bromine and methoxy groups at the 2- and 6-positions, respectively. This configuration enables direct electrophilic substitution and facilitates cross-coupling reactions in synthetic workflows. The molecule exhibits enhanced solubility in organic media and stability under standard bench conditions. It serves as a key scaffold for constructing bioactive heterocycles and advanced materials.

Application

2-Bromo-6-methoxybenzothiazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine substituent and electron-rich methoxy group. The benzothiazole core provides robust scaffold functionality for constructing bioactive heterocycles, with excellent bench stability and compatibility in standard coupling protocols.

Synthesis

  • Route1

    References

    • Societe de Conseils de Recherches et D'Applications Scientifiques (S.C.R.A.S.) Patent: US2009/275624 A1, 2009 ; Location in patent: Page/Page column 22 ;
  • Route2

    References

    • Merrell Dow Pharmaceuticals Inc. Patent: US5371093 A1, 1994 ; US 5371093 A

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   22.12
  • LogP   3.0674
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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