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CS-W001157 4
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6-Bromobenzo[d]oxazol-2(3H)-one

  • CAS No. 19932-85-5

  • Cat. No. CS-W022467
  • Molecule weight214.02
  • Purity≥95%
  • MDL No.MFCD00694727

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

6-Bromobenzo[d]oxazol-2(3H)-one|CS-W022467

Structure of 19932-85-5

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General Information

  • CAS No. 19932-85-5
  • Cat. No. CS-W022467
  • Purity ≥95%
  • MDL No. MFCD00694727
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO₂
  • Molecular Weight 214.02
  • Synonym(s) 6-Bromo-2-hydroxybenzoxazole
  • SMILES BrC1=CC2=C(NC(=O)O2)C=C1

Description

6-Bromobenzo[d]oxazol-2(3H)-one features a brominated oxazole ring system with a lactam functionality, enabling direct coupling in cross-coupling reactions. This bench-stable heterocycle integrates readily into complex molecular architectures, offering predictable reactivity in late-stage functionalization workflows.

Application

6-Bromobenzo[d]oxazol-2(3H)-one serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the bromine site. The oxazolone core provides inherent stability and facilitates functional group interconversions, while its moderate electrophilicity supports selective derivatization. This compound functions effectively in late-stage modifications of bioactive scaffolds and is compatible with standard purification methods.

Synthesis

  • Route1

    References

    • US6372933 B1, ; Page column 5 - 6 ;
  • Route2

    References

    • US2002/55631 A1, ; US 20020055631 A1
  • Route3
    • Salicylamide Hydrochlorothiazide  Impurity|CS-0229245
      65-45-2
    • ~%
    • In-stock
      6-Bromobenzo[d]oxazol-2(3H)-one|CS-W022467
      19932-85-5

    References

    • Synthesis, , # 4 p. 541 - 543

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

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