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CS-W001157 4
Total: USD 88.00

3-Acetamidophthalic anhydride

  • CAS No. 6296-53-3

  • Cat. No. CS-M2812
  • Purity≥98%
  • MDL No.MFCD00453138

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

3-Acetamidophthalic anhydride|CS-M2812

Structure of 6296-53-3

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General Information

  • CAS No. 6296-53-3
  • Cat. No. CS-M2812
  • Purity ≥98%
  • MDL No. MFCD00453138
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₄
  • Molecular Weight 205.17
  • Synonym(s) None
  • SMILES O=C(C)NC1=C(C(OC2=O)=O)C2=CC=C1

Description

3-Acetamidophthalic anhydride features a reactive anhydride moiety flanked by a para-acetamido group, enabling efficient coupling in amide bond formation. This bench-stable derivative integrates seamlessly into synthetic workflows requiring selective acylation, particularly in the construction of bioconjugates and functionalized polymers under standard conditions.

Application

3-Acetamidophthalic anhydride serves as a versatile building block for the synthesis of phthalimide derivatives and functionalized heterocycles. Its anhydride functionality enables efficient acylation reactions under mild conditions, while the acetamido group provides a handle for further derivatization. The molecule exhibits good bench stability and facilitates purification via crystallization, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 3-Aminophthalic acid|CS-M2811
      5434-20-8
    • null|null
      108-24-7
    • ~61%
    • In-stock
      3-Acetamidophthalic anhydride|CS-M2812
      6296-53-3

    References

    • CELGENE CORPORATION; ADAMS, Mary; STEVENS, Randall; SCHAFER, Peter, H. Patent: WO2014/74846 A1, 2014 ; Location in patent: Page/Page column 20; 21 ;
  • Route2
    • 3-Aminophthalic acid|CS-M2811
      5434-20-8
    • ~%
    • In-stock
      3-Acetamidophthalic anhydride|CS-M2812
      6296-53-3

    References

    • US2003/187052 A1, ;
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 31, p. 489

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   72.47
  • LogP   0.9556
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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