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CS-W001157 4
Total: USD 88.00

6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

  • CAS No. 4692-98-2

  • Cat. No. CS-W017781
  • Purity≥95%
  • MDL No.MFCD00016921

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

6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione|CS-W017781

Structure of 4692-98-2

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General Information

  • CAS No. 4692-98-2
  • Cat. No. CS-W017781
  • Purity ≥95%
  • MDL No. MFCD00016921
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrNO₃
  • Molecular Weight 242.03
  • Synonym(s) 6-Bromo-1,2-dihydro-4H-3,1-benzoxazine-2,4-dione
  • SMILES O=C(O1)NC2=CC=C(Br)C=C2C1=O

Description

6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione features a brominated oxazine core with dual carbonyl functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable compound serves as a key intermediate for synthesizing bioactive molecules in medicinal chemistry and materials science.

Application

6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione serves as a versatile building block for the synthesis of substituted oxazine scaffolds. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the fused oxazine-dione core provides structural rigidity and functional group tolerance. This compound facilitates efficient access to bioactive heterocycles in medicinal chemistry campaigns and supports scalable derivatization under standard reaction conditions.

Synthesis

  • Route1
    • null|null
      32315-10-9
    • In-stock
      5-Bromoanthranilic acid|CS-W009053
      5794-88-7
    • ~97%
    • In-stock
      6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione|CS-W017781
      4692-98-2

    References

    • Chen, Li; Chen, Shaoqing; Michoud, Christophe Patent: US2006/63804 A1, 2006 ; Location in patent: Page/Page column 11 ; US 20060063804 A1
  • Route2
    • null|null
      75-44-5
    • In-stock
      5-Bromoanthranilic acid|CS-W009053
      5794-88-7
    • ~91%
    • In-stock
      6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione|CS-W017781
      4692-98-2

    References

    • Liu, Ruiyan; Zhang, Puwen; Gan, Tong; McKernan, Ruth M.; Cook, James M. Medicinal Chemistry Research, 1997 , vol. 7, # 1 p. 25 - 35
  • Route3
    • In-stock
      Isatoic anhydride|CS-M0780
      118-48-9
    • null|null
      7726-95-6
    • ~84%
    • In-stock
      6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione|CS-W017781
      4692-98-2

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2006/28904 A1, 2006 ; Location in patent: Page/Page column 169 ; WO 2006/028904 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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