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CS-W001157 4
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2-Methylbenzo[d]thiazol-6-ol

  • CAS No. 68867-18-5

  • Cat. No. CS-0005581
  • Purity≥98%
  • MDL No.MFCD00227234

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

2-Methylbenzo[d]thiazol-6-ol|CS-0005581

Structure of 68867-18-5

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General Information

  • CAS No. 68867-18-5
  • Cat. No. CS-0005581
  • Purity ≥98%
  • MDL No. MFCD00227234
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NOS
  • Molecular Weight 165.21
  • Synonym(s) 2-Methyl-1,3-benzothiazol-6-ol
  • SMILES OC1=CC=C2N=C(C)SC2=C1

Description

2-Methylbenzo[d]thiazol-6-ol features a fused benzothiazole core with a phenolic hydroxyl group at the 6-position, enabling direct participation in hydrogen bonding and metal coordination. This scaffold exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it suitable for modular synthesis of bioactive heterocycles and ligand development in catalytic systems.

Application

2-Methylbenzo[d]thiazol-6-ol serves as a versatile scaffold for medicinal chemistry and materials science, enabling efficient access to functionalized heterocycles via electrophilic substitution and transition-metal-catalyzed coupling. The phenolic hydroxyl group offers direct handle for derivatization, while the thiazole core provides robust stability and favorable electronic properties. Its bench-stable nature and compatibility with common reaction conditions facilitate straightforward incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • Tardieu, Pascale; Dubest, Roger; Aubard, Jean; Kellmann, Arlette; Tfibel, Francis; et al. Helvetica Chimica Acta, 1992 , vol. 75, # 4 p. 1185 - 1197
  • Route2

    References

    • Potter, Barry Victor Lloyd; Woo, Lok Wai Lawrence; Purohit, Atul; Reed, Michael John; Sutcliffe, Oliver Brook; Bubert, Christian Patent: US2004/19016 A1, 2004 ; Location in patent: Page/Page column 66 ;
  • Route3
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      121637-98-7
    • ~%
    • In-stock
      2-Methylbenzo[d]thiazol-6-ol|CS-0005581
      68867-18-5

    References

    • Tetrahedron Letters, , vol. 35, # 20 p. 3365 - 3366

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   33.12
  • LogP   2.31032
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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