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CS-W001157 4
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N,N-Diethyl-2-hydroxybenzamide

  • CAS No. 19311-91-2

  • Cat. No. CS-0128745
  • Purity≥98%
  • MDL No.MFCD00010816

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

N,N-Diethyl-2-hydroxybenzamide|CS-0128745

Structure of 19311-91-2

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General Information

  • CAS No. 19311-91-2
  • Cat. No. CS-0128745
  • Purity ≥98%
  • MDL No. MFCD00010816
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅NO₂
  • Molecular Weight 193.24
  • Synonym(s) Salicyldiethylamide
  • SMILES O=C(N(CC)CC)C1=CC=CC=C1O

Description

N,N-Diethyl-2-hydroxybenzamide features a hydroxylated aromatic ring paired with two ethyl groups on the amide nitrogen, delivering enhanced solubility and metabolic stability. This configuration supports its role as a key scaffold in bioactive molecule design, particularly in pharmaceutical intermediates requiring balanced lipophilicity and hydrogen-bonding capacity under standard bench conditions.

Application

N,N-Diethyl-2-hydroxybenzamide serves as a versatile scaffold in medicinal chemistry, enabling the construction of bioactive heterocycles through established coupling and cyclization protocols. Its hydroxyl group facilitates direct derivatization and acts as a handle for orthogonal functionalization, while the amide linkage offers metabolic stability and favorable solubility. The diethyl substitution enhances lipophilicity and modulates electronic properties, supporting its use in target-oriented synthesis. This compound functions reliably in standard peptide-like coupling reactions and exhibits bench stability under routine handling conditions.

Synthesis

  • Route1

    References

    • Thirunavukkarasu, Vedhagiri S.; Hubrich, Jonathan; Ackermann, Lutz Organic Letters, 2012 , vol. 14, # 16 p. 4210 - 4213
  • Route2
    • null|null
      109-89-7
    • null|null
      1441-87-8
    • ~%
    • In-stock
      N,N-Diethyl-2-hydroxybenzamide|CS-0128745
      19311-91-2

    References

    • Annales de Chimie (Cachan, France), , vol. <11> 10, p. 559,597
  • Route3
    • In-stock
      2-(Trifluoromethyl)phenol|CS-W016125
      444-30-4
    • null|null
      109-89-7
    • ~65%
    • In-stock
      N,N-Diethyl-2-hydroxybenzamide|CS-0128745
      19311-91-2

    References

    • OMahony, Gavin; Pitts, Andrew K. Organic Letters, 2010 , vol. 12, # 9 p. 2024 - 2027

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   40.54
  • LogP   1.8742
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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