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2-Bromo-N-(thiazol-2-yl)acetamide

  • CAS No. 73326-20-2

  • Cat. No. CS-0165846
  • Molecule weight221.08
  • Purity≥96%
  • MDL No.MFCD00506398

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

2-Bromo-N-(thiazol-2-yl)acetamide|CS-0165846

Structure of 73326-20-2

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General Information

  • CAS No. 73326-20-2
  • Cat. No. CS-0165846
  • Purity ≥96%
  • MDL No. MFCD00506398
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂OS
  • Molecular Weight 221.08
  • Synonym(s) 2-bromo-N-1,3-thiazol-2-ylacetamide
  • SMILES O=C(NC1=NC=CS1)CBr

Description

2-Bromo-N-(thiazol-2-yl)acetamide features a bromo-substituted acetyl group linked to a thiazole ring, delivering a reactive handle for cross-coupling and bioconjugation. The electron-deficient thiazole moiety enhances electrophilic character, while the pendant bromide enables palladium-catalyzed transformations. This compound serves as a versatile scaffold in medicinal chemistry and synthetic methodology.

Application

2-Bromo-N-(thiazol-2-yl)acetamide serves as a versatile building block in medicinal chemistry, enabling efficient access to thiazole-containing scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates reliable C–C bond formation under standard Suzuki and Stille conditions, while the amide functionality provides orthogonal reactivity for further derivatization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for modular synthesis of bioactive heterocycles.

Synthesis

  • Route1
    • In-stock
      Aminothiazole|CS-3404
      96-50-4
    • null|null
      598-21-0
    • ~%
    • In-stock
      2-Bromo-N-(thiazol-2-yl)acetamide|CS-0165846
      73326-20-2

    References

    • Yakugaku Zasshi, , vol. 77, p. 649,651 Chem.Abstr., , p. 16435
  • Route2
    • In-stock
      Aminothiazole|CS-3404
      96-50-4
    • null|null
      22118-09-8
    • ~%
    • In-stock
      2-Bromo-N-(thiazol-2-yl)acetamide|CS-0165846
      73326-20-2

    References

    • Journal of Medicinal Chemistry, , vol. 53, # 6 p. 2482 - 2493

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   41.99
  • LogP   1.4765
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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