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CS-W001157 4
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2-(Chloromethyl)benzothiazole

  • CAS No. 37859-43-1

  • Cat. No. CS-D1746
  • Purity≥98%
  • MDL No.MFCD05664944

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

2-(Chloromethyl)benzothiazole|CS-D1746

Structure of 37859-43-1

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General Information

  • CAS No. 37859-43-1
  • Cat. No. CS-D1746
  • Purity ≥98%
  • MDL No. MFCD05664944
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClNS
  • Molecular Weight 183.66
  • Synonym(s) 2-(Chloromethyl)benzo[d]thiazole; 2-Chloromethyl-1,3-benzothiazole; Benzothiazole, 2-(chloromethyl)-
  • SMILES ClCC1=NC2=CC=CC=C2S1

Description

2-(Chloromethyl)benzothiazole features a reactive chloromethyl group appended to the benzothiazole core, enabling efficient functionalization in synthetic transformations. This electrophilic handle facilitates coupling reactions under mild conditions, integrating readily into complex molecular architectures. The compound exhibits good stability and solubility in common organic solvents, supporting its use in medicinal chemistry and materials synthesis workflows.

Application

2-(Chloromethyl)benzothiazole serves as a versatile electrophilic building block in synthetic organic chemistry, enabling efficient C–C and C–heteroatom bond formation. Its chloromethyl group readily participates in nucleophilic substitution reactions under mild conditions, facilitating the construction of complex benzothiazole derivatives. The molecule exhibits good bench stability and compatibility with common functional groups, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Dondoni, Alessandro; Fantin, Giancarlo; Fogagnolo, Marco; Medici, Alessandro; Pedrini, Paola Tetrahedron, 1988 , vol. 44, # 7 p. 2021 - 2032
  • Route2
    • null|null
      79-04-9
    • null|null
      137-07-5
    • ~73%
    • In-stock
      2-(Chloromethyl)benzothiazole|CS-D1746
      37859-43-1

    References

    • Peprah, Kwakye; Zhu, Xue Y.; Eyunni, Suresh V.K.; Etukala, Jagan R.; Setola, Vincent; Roth, Bryan L.; Ablordeppey, Seth Y. Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 5 p. 1671 - 1678
  • Route3
    • 2-Chloro-1,1,1-triethoxyethane|CS-0204247
      51076-95-0
    • null|null
      137-07-5
    • ~95%
    • In-stock
      2-(Chloromethyl)benzothiazole|CS-D1746
      37859-43-1

    References

    • Bastug, Gulluzar; Eviolitte, Christophe; Marko, Istvan E. Organic Letters, 2012 , vol. 14, # 13 p. 3502 - 3505

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.0351
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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