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CS-W001157 4
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8-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione

  • CAS No. 63497-60-9

  • Cat. No. CS-W015666
  • Purity≥98%
  • MDL No.MFCD06809785

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

8-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W015666

Structure of 63497-60-9

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General Information

  • CAS No. 63497-60-9
  • Cat. No. CS-W015666
  • Purity ≥98%
  • MDL No. MFCD06809785
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄ClNO₃
  • Molecular Weight 197.57
  • Synonym(s) 8-Chloro-2-hydroxy-4H-3,1-benzoxazin-4-one
  • SMILES O=C(NC1=C(Cl)C=CC=C12)OC2=O

Description

8-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione is a heterocyclic compound featuring a chlorine substituent at the 8-position, enhancing electron-withdrawing character. This scaffold integrates readily into synthetic sequences requiring stable, polarized ring systems. The molecule exhibits robust bench stability and facilitates efficient derivatization under standard conditions.

Application

8-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its electron-deficient oxazine core enables reliable Diels-Alder cycloadditions and nucleophilic substitution reactions, facilitating access to complex polycyclic architectures. The molecule exhibits bench stability, moderate solubility in common organic solvents, and tolerates a range of functional groups, supporting efficient downstream derivatization in multistep syntheses.

Synthesis

  • Route1
    • null|null
      32315-10-9
    • In-stock
      2-Amino-3-chlorobenzoic acid|CS-W002412
      6388-47-2
    • ~81%
    • In-stock
      8-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W015666
      63497-60-9

    References

    • RESVERLOGIX CORP.; HANSEN, C., Henrik Patent: WO2010/79431 A2, 2010 ; Location in patent: Page/Page column 71-73 ; WO 2010/079431 A2
  • Route2

    References

    • Reissenweber, Gernot; Mangold, Dietrich Angewandte Chemie, 1980 , vol. 92, # 3 p. 196 - 197
  • Route3
    • null|null
      63498-13-5
    • ~%
    • In-stock
      8-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W015666
      63497-60-9

    References

    • US4093734 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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.07
  • LogP   1.1347
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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