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CS-W001157 4
Total: USD 88.00

Isatoic anhydride, 4-bromo-

  • CAS No. 76561-16-5

  • Cat. No. CS-0030378
  • Purity≥95%
  • MDL No.MFCD11113115

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

Isatoic anhydride, 4-bromo-|CS-0030378

Structure of 76561-16-5

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General Information

  • CAS No. 76561-16-5
  • Cat. No. CS-0030378
  • Purity ≥95%
  • MDL No. MFCD11113115
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrNO₃
  • Molecular Weight 242.03
  • Synonym(s) 4-Bromoisatoic anhydride
  • SMILES O=C(O1)NC2=CC(Br)=CC=C2C1=O

Description

7-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione features a brominated oxazine core with dual carbonyl groups, enabling direct functionalization in synthetic transformations. This electron-deficient heterocycle integrates readily into complex scaffolds, offering enhanced reactivity for medicinal chemistry and materials applications under standard conditions.

Application

7-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione serves as a versatile heterocyclic building block for medicinal chemistry and materials synthesis. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the electron-deficient oxazine core facilitates nucleophilic substitution and cycloaddition processes. The compound exhibits excellent bench stability, simplifies purification, and functions reliably in multi-step syntheses of bioactive scaffolds and functionalized aromatic systems.

Synthesis

  • Route1
    • null|null
      32315-10-9
    • In-stock
      2-Amino-4-bromobenzoic acid|CS-W003093
      20776-50-5
    • ~99%
    • In-stock
      Isatoic anhydride, 4-bromo-|CS-0030378
      76561-16-5

    References

    • SANOFI-AVENTIS Patent: US2011/251194 A1, 2011 ; Location in patent: Page/Page column 17 ;
  • Route2
    • null|null
      75-44-5
    • In-stock
      2-Amino-4-bromobenzoic acid|CS-W003093
      20776-50-5
    • ~%
    • In-stock
      Isatoic anhydride, 4-bromo-|CS-0030378
      76561-16-5

    References

    • WO2008/130600 A2, ; Page/Page column 55 ;
  • Route3

    References

    • US5599814 A1, ;

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-H315-H319-H335
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   63.07
  • LogP   1.2438
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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