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CS-W001157 4
Total: USD 88.00

5-Bromobenzo[d]oxazol-2(3H)-one

  • CAS No. 14733-73-4

  • Cat. No. CS-0042122
  • Purity≥97%
  • MDL No.MFCD01664246

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

5-Bromobenzo[d]oxazol-2(3H)-one|CS-0042122

Structure of 14733-73-4

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General Information

  • CAS No. 14733-73-4
  • Cat. No. CS-0042122
  • Purity ≥97%
  • MDL No. MFCD01664246
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO₂
  • Molecular Weight 214.02
  • Synonym(s) 5-Bromo-2-hydroxybenzoxazole
  • SMILES BrC1=CC2=C(OC(=O)N2)C=C1

Description

5-Bromobenzo[d]oxazol-2(3H)-one features a bromine-substituted oxazole ring system with a lactam functionality, offering enhanced reactivity for C–H functionalization and cross-coupling processes. The electron-deficient heterocycle integrates readily into pharmaceutical intermediates and advanced materials.

Application

5-Bromobenzo[d]oxazol-2(3H)-one serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging its bromine substituent for palladium-catalyzed cross-coupling reactions. The oxazolone core exhibits bench stability and facilitates functional group tolerance in diverse transformations, enabling efficient access to complex scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      2-Amino-4-bromophenol|CS-W007625
      40925-68-6
    • null|null
      530-62-1
    • ~97%
    • In-stock
      5-Bromobenzo[d]oxazol-2(3H)-one|CS-0042122
      14733-73-4

    References

    • Dainippon Sumitomo Pharma Co., Ltd. Patent: EP1719761 A1, 2006 ; Location in patent: Page/Page column 26 ;
  • Route2

    References

    • Rajendar; Kant, Ruchir; Narender Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3591 - 3596
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 10, p. 408 - 410

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46
  • LogP   1.8836
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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