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CS-W001157 4
Total: USD 88.00

5-Chloro-2-methyl-1,3-benzothiazole

  • CAS No. 1006-99-1

  • Cat. No. CS-0037554
  • Purity≥98%
  • MDL No.None

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

5-Chloro-2-methyl-1,3-benzothiazole|CS-0037554

Structure of 1006-99-1

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General Information

  • CAS No. 1006-99-1
  • Cat. No. CS-0037554
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClNS
  • Molecular Weight 183.66
  • Synonym(s) benzothiazole, 5-chloro-2-methyl-
  • SMILES CC1=NC2=C(C=CC(=C2)Cl)S1

Description

5-Chloro-2-methyl-1,3-benzothiazole features a chlorinated benzothiazole core with a methyl group at the 2-position, delivering enhanced electron-withdrawing character and improved solubility in organic media. This scaffold serves as a key building block for bioactive heterocycles, particularly in medicinal chemistry and agrochemical development.

Application

5-Chloro-2-methyl-1,3-benzothiazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted benzothiazole scaffolds via palladium-catalyzed cross-coupling reactions. Its chloro and methyl groups provide orthogonal functionalization sites, offering predictable reactivity in nucleophilic substitution and C–H activation processes. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of pharmaceutically relevant motifs.

Synthesis

  • Route1
    • null|null
      398132-82-6
    • ~84%
    • In-stock
      5-Chloro-2-methyl-1,3-benzothiazole|CS-0037554
      1006-99-1

    References

    • Journal of the American Chemical Society, , vol. 132, # 40 p. 14076 - 14078
  • Route2

    References

    • Chemistry Letters, , p. 839 - 840
  • Route3
    • null|null
      123-54-6
    • In-stock
      2-Amino-4-chlorobenzenethiol|CS-W016174
      1004-00-8
    • ~88%
    • In-stock
      5-Chloro-2-methyl-1,3-benzothiazole|CS-0037554
      1006-99-1

    References

    • Organic Letters, , vol. 16, # 3 p. 764 - 767

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   3.25812
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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