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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-1,3-benzothiazole

  • CAS No. 3622-23-9

  • Cat. No. CS-W015439
  • Purity≥97%
  • MDL No.MFCD00044101

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

2,6-Dichloro-1,3-benzothiazole|CS-W015439

Structure of 3622-23-9

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General Information

  • CAS No. 3622-23-9
  • Cat. No. CS-W015439
  • Purity ≥97%
  • MDL No. MFCD00044101
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂NS
  • Molecular Weight 204.07
  • Synonym(s) 2,6-Dichlorobenzothiazole; 2,6-Dichloro-1,3-benzothiazole
  • SMILES C1=CC(=CC2=C1N=C(S2)Cl)Cl

Description

2,6-Dichloro-1,3-benzothiazole features a rigid, electron-deficient heterocyclic core that enables efficient coupling in cross-coupling reactions. The ortho-chlorine substituents facilitate regioselective functionalization, while the benzothiazole scaffold offers enhanced stability under oxidative conditions. This compound serves as a robust building block for advanced pharmaceutical intermediates and functional materials.

Application

2,6-Dichloro-1,3-benzothiazole serves as a versatile building block in medicinal chemistry and materials science, enabling the construction of complex heterocyclic scaffolds. Its electron-deficient benzothiazole core facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions. The dichloro substituents provide orthogonal reactivity for selective functionalization, enhancing synthetic versatility in API development and advanced material synthesis.

Synthesis

  • Route1
    • (6-Chloro-benzothiazol-2-yl)-hydrazine|CS-0072075
      51011-54-2
    • ~95%
    • In-stock
      2,6-Dichloro-1,3-benzothiazole|CS-W015439
      3622-23-9

    References

    • Byeon, Seong Rim; Jin, Yun Jung; Lim, Soo Jeong; Lee, Ji Hoon; Yoo, Kyung Ho; Shin, Kye Jung; Oh, Seung Jun; Kim, Dong Jin Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 14 p. 4022 - 4025
  • Route2

    References

    • Zhurnal Obshchei Khimii, , vol. 9, p. 409,411 Chem. Zentralbl., , vol. 111, # I p. 545 Journal of the Indian Chemical Society, , vol. 10, p. 563,568
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 74, # 8 p. 3229 - 3231

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.6031
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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