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CS-W001157 4
Total: USD 88.00

6-Chlorobenzo[d]thiazole

  • CAS No. 2942-10-1

  • Cat. No. CS-W006942
  • Purity≥98%
  • MDL No.None

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

6-Chlorobenzo[d]thiazole|CS-W006942

Structure of 2942-10-1

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General Information

  • CAS No. 2942-10-1
  • Cat. No. CS-W006942
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNS
  • Molecular Weight 169.63
  • Synonym(s) Benzothiazole, 6-chloro- (6CI,7CI,8CI,9CI)
  • SMILES ClC1=CC2=C(C=C1)N=CS2

Description

6-Chlorobenzo[d]thiazole serves as a critical heterocyclic scaffold in medicinal chemistry, featuring a chlorine atom at the 6-position that enhances electrophilic reactivity and modulates electronic properties. This bench-stable compound integrates readily into diverse synthetic routes for pharmaceutical intermediates and functional materials.

Application

6-Chlorobenzo[d]thiazole serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. Its chlorine substituent provides high reactivity in Suzuki, Stille, and Buchwald-Hartwig transformations, while the fused thiazole ring offers enhanced metabolic stability and π-stacking capability. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • Tsuruoka, Akihiko; Kaku, Yumiko; Kakinuma, Hiroyuki; Tsukada, Itaru; Yanagisawa, Manabu; Nara, Kazumasa; Naito, Toshihiko Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 4 p. 623 - 630
  • Route2

    References

    • Chelucci, Giorgio; Baldino, Salvatore; Ruiu, Andrea Journal of Organic Chemistry, 2012 , vol. 77, # 21 p. 9921 - 9925,5
  • Route3
    • In-stock
      N,N-Dimethylacetamide|CS-W023195
      127-19-5
    • null|null
      31183-89-8
    • ~72%
    • In-stock
      6-Chlorobenzo[d]thiazole|CS-W006942
      2942-10-1

    References

    • Tang, Ri-Yuan; Xie, Ye-Xiang; Xie, Yi-Li; Xiang, Jian-Nan; Li, Jin-Heng Chemical Communications, 2011 , vol. 47, # 48 p. 12867 - 12869

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

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.9497
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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