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6-Amino-3H-1,3-benzoxazol-2-one

  • CAS No. 22876-17-1

  • Cat. No. CS-0060658
  • Molecule weight150.13
  • Purity≥96%
  • MDL No.MFCD00463899

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

6-Amino-3H-1,3-benzoxazol-2-one|CS-0060658

Structure of 22876-17-1

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General Information

  • CAS No. 22876-17-1
  • Cat. No. CS-0060658
  • Purity ≥96%
  • MDL No. MFCD00463899
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₂
  • Molecular Weight 150.13
  • Synonym(s) 6-Amino-2-hydroxybenzoxazole
  • SMILES C1=CC2=C(C=C1N)OC(=N2)O

Description

6-Amino-3H-1,3-benzoxazol-2-one features a fused heterocyclic core with an amino group at the 6-position, enhancing solubility and reactivity. This electron-rich scaffold serves as a key building block in bioactive molecule synthesis, particularly in pharmaceutical intermediates and fluorescent probes due to its stability under standard conditions.

Application

6-Amino-3H-1,3-benzoxazol-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its amino and carbonyl functionalities support diverse transformations, including amidation, acylation, and coupling reactions, with good bench stability and straightforward purification. The scaffold is well-suited for constructing pharmaceutically relevant frameworks through standard synthetic protocols.

Synthesis

  • Route1

    References

    • SHIONOGI and CO., LTD. Patent: EP1988077 A1, 2008 ; Location in patent: Page/Page column 68 ;
  • Route2

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 44, p. 1790 - 1798
  • Route3
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      38880-75-0
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    • In-stock
      6-Amino-3H-1,3-benzoxazol-2-one|CS-0060658
      22876-17-1

    References

    • Journal of the Chemical Society, , p. 321,326

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   72.28
  • LogP   1.1156
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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