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CS-W001157 4
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5H-dibenzo[b,d]azepin-6(7H)-one

  • CAS No. 20011-90-9

  • Cat. No. CS-B0839
  • Purity≥98%
  • MDL No.MFCD11847160

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

5H-dibenzo[b,d]azepin-6(7H)-one|CS-B0839

Structure of 20011-90-9

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General Information

  • CAS No. 20011-90-9
  • Cat. No. CS-B0839
  • Purity ≥98%
  • MDL No. MFCD11847160
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁NO
  • Molecular Weight 209.24
  • Synonym(s) 5H,7H-Dibenzo[b,d]azepin-6-one
  • SMILES O=C1NC2=CC=CC=C2C3=CC=CC=C3C1

Description

5H-Dibenzo[b,d]azepin-6(7H)-one features a rigid, planar heterocyclic core with enhanced stability and favorable solubility in organic solvents. This scaffold integrates seamlessly into pharmaceutical intermediates and functional materials, offering high thermal resilience and compatibility with diverse synthetic transformations under standard conditions.

Application

5H-Dibenzo[b,d]azepin-6(7H)-one serves as a versatile heterocyclic building block for medicinal chemistry and materials science, featuring a planar, electron-rich scaffold with defined amide-like functionality. Its stability under standard reaction conditions enables facile functionalization at the 6-position, facilitating derivatization via nucleophilic substitution or transition-metal-catalyzed coupling. The fused ring system provides structural rigidity and π-conjugation beneficial for photophysical applications and target-directed synthesis.

Synthesis

  • Route1
    • N-([1,1'-Biphenyl]-2-yl)-2-chloroacetamide|CS-0001523
      23088-28-0
    • ~82%
    • In-stock
      5H-dibenzo[b,d]azepin-6(7H)-one|CS-B0839
      20011-90-9

    References

    • Hoffmann-Emery, Fabienne; Jakob-Roetne, Roland Patent: US2008/293933 A1, 2008 ; Location in patent: Page/Page column 5 ;
  • Route2

    References

    • Deb, Prasant K.; Sharma, Somesh; Borude, Avinash; Singh, Ravi P.; Kumar, Deepak; Reddy, L. Krishnakanth Tetrahedron Letters, 2013 , vol. 54, # 23 p. 2916 - 2919
  • Route3
    • null|null
      325141-76-2
    • ~66%
    • In-stock
      5H-dibenzo[b,d]azepin-6(7H)-one|CS-B0839
      20011-90-9

    References

    • Tabata, Hidetsugu; Suzuki, Hiroyuki; Akiba, Kumi; Takahashi, Hideyo; Natsugari, Hideaki Journal of Organic Chemistry, 2010 , vol. 75, # 17 p. 5984 - 5993

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   2.8482
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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