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CS-W001157 4
Total: USD 88.00

2-Bromobenzothiazole

  • CAS No. 2516-40-7

  • Cat. No. CS-W004686
  • Purity≥97%
  • MDL No.MFCD02681887

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

2-Bromobenzothiazole|CS-W004686

Structure of 2516-40-7

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General Information

  • CAS No. 2516-40-7
  • Cat. No. CS-W004686
  • Purity ≥97%
  • MDL No. MFCD02681887
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNS
  • Molecular Weight 214.08
  • Synonym(s) 4-bromo-1,3-benzothiazole
  • SMILES C1=CC=CC2=C1SC(=N2)Br

Description

2-Bromobenzothiazole is a heterocyclic compound featuring a bromine substituent at the 2-position of the benzothiazole core. This electron-deficient scaffold integrates readily into cross-coupling reactions, serving as a robust building block for pharmaceutical intermediates and functional materials. The bromine atom enables direct C–Br bond activation under palladium catalysis, facilitating efficient diversification. Its stability under standard conditions supports reliable handling in synthetic workflows.

Application

2-Bromobenzothiazole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi transformations. Its bromine substituent provides reliable reactivity under standard conditions, while the benzothiazole core offers enhanced stability and favorable electronic properties for downstream functionalization. The compound exhibits good bench stability and is readily purified by column chromatography or recrystallization, making it well-suited for scalable synthesis of bioactive heterocycles and advanced organic materials.

Synthesis

  • Route1
    • Benzo[d]thiazol-2-amine  Pramipexole Impurity|CS-0167328
      136-95-8
    • ~86%
    • In-stock
      2-Bromobenzothiazole|CS-W004686
      2516-40-7

    References

    • Lee, Young Min; Moon, Mi Eun; Vajpayee, Vaishali; Filimonov, Victor D.; Chi, Ki-Whan Tetrahedron, 2010 , vol. 66, # 37 p. 7418 - 7422
  • Route2
    • Benzothiazole, ≥96%|CS-1269066
      95-16-9
    • ~82%
    • In-stock
      2-Bromobenzothiazole|CS-W004686
      2516-40-7

    References

    • Lu, Linhua; Yan, Hong; Sun, Peng; Zhu, Yan; Yang, Hailong; Liu, Defu; Rong, Guangwei; Mao, Jincheng European Journal of Organic Chemistry, 2013 , # 9 p. 1644 - 1648
  • Route3
    • Benzo[d]thiazol-2-amine  Pramipexole Impurity|CS-0167328
      136-95-8
    • Cuprous bromide, 99.99% metals basis|CS-0676520
      7787-70-4
    • ~58%
    • In-stock
      2-Bromobenzothiazole|CS-W004686
      2516-40-7

    References

    • DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1346982 A1, 2003 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P280-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.0588
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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