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CS-W001157 4
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6-Fluoro-2(3H)-benzothiazolone

  • CAS No. 63754-96-1

  • Cat. No. CS-0043791
  • Purity≥97%
  • MDL No.MFCD01663356

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

6-Fluoro-2(3H)-benzothiazolone|CS-0043791

Structure of 63754-96-1

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General Information

  • CAS No. 63754-96-1
  • Cat. No. CS-0043791
  • Purity ≥97%
  • MDL No. MFCD01663356
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNOS
  • Molecular Weight 169.18
  • Synonym(s) 6-Fluorobenzothiazolone
  • SMILES FC1=CC=C2NC(=O)SC2=C1

Description

6-Fluoro-2(3H)-benzothiazolone features a fluorinated benzothiazolone core with enhanced electron-withdrawing character, enabling efficient coupling in cross-coupling and heterocycle functionalization. This bench-stable scaffold integrates readily into bioactive molecule synthesis, offering improved metabolic stability and membrane permeability for medicinal chemistry applications.

Application

6-Fluoro-2(3H)-benzothiazolone serves as a versatile building block for heterocyclic synthesis, offering enhanced reactivity at the C6 position due to the electron-withdrawing fluorine substituent. It functions as a key scaffold in medicinal chemistry and materials science, enabling efficient functionalization via nucleophilic substitution or palladium-catalyzed coupling. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in API development and advanced intermediate construction.

Synthesis

  • Route1
    • null|null
      1373399-24-6
    • ~66%
    • In-stock
      6-Fluoro-2(3H)-benzothiazolone|CS-0043791
      63754-96-1

    References

    • Li, Jiaojiao; Zhang, Yihua; Jiang, Yongwen; Ma, Dawei Tetrahedron Letters, 2012 , vol. 53, # 20 p. 2511 - 2513
  • Route2

    References

    • Dr. Karl Thomae Gesellschaft mit beschrankter Haftung Patent: US4353919 A1, 1982 ;
  • Route3

    References

    • Farmaco, Edizione Scientifica, , vol. 32, p. 348 - 354

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   32.86
  • LogP   1.7287
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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