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CS-W001157 4
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2-Chloro-6-trifluoromethylbenzothiazole

  • CAS No. 159870-86-7

  • Cat. No. CS-0007727
  • Purity≥98%
  • MDL No.MFCD08459022

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

2-Chloro-6-trifluoromethylbenzothiazole|CS-0007727

Structure of 159870-86-7

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General Information

  • CAS No. 159870-86-7
  • Cat. No. CS-0007727
  • Purity ≥98%
  • MDL No. MFCD08459022
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃ClF₃NS
  • Molecular Weight 237.63
  • Synonym(s) 2-CHLORO-6-(TRIFLUOROMETHYL)BENZOTHIAZOLE
  • SMILES ClC1=NC2=CC=C(C(F)(F)F)C=C2S1

Description

2-Chloro-6-trifluoromethylbenzothiazole features a trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the chloro substituent provides a reactive handle for cross-coupling. This combination enables efficient integration into pharmaceutical scaffolds and functional materials under standard conditions.

Application

2-Chloro-6-trifluoromethylbenzothiazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloro substituent. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the benzothiazole core provides a rigid, electron-deficient scaffold suitable for targeted protein inhibition. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex heterocyclic architectures.

Synthesis

  • Route1

    References

    • Bayer Pharmaceuticals Corporation Patent: US2004/224997 A1, 2004 ; Location in patent: Page 30 ;
  • Route2

    References

    • Bayer Pharmaceuticals Corporation Patent: US2004/224997 A1, 2004 ; Location in patent: Page 32; 33 ;
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 42, # 4 p. 727 - 730

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   3.9685
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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