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CS-W001157 4
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1-Ethyl-1H-imidazole-2-carbaldehyde

  • CAS No. 111851-98-0

  • Cat. No. CS-W005603
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD07380875

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

1-Ethyl-1H-imidazole-2-carbaldehyde|CS-W005603

Structure of 111851-98-0

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General Information

  • CAS No. 111851-98-0
  • Cat. No. CS-W005603
  • Purity ≥96%
  • MDL No. MFCD07380875
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O
  • Molecular Weight None
  • Synonym(s) N-Ethyl-2-imidazolecarboxaldehyde
  • SMILES O=CC1=NC=CN1CC

Description

1-Ethyl-1H-imidazole-2-carbaldehyde features a reactive aldehyde group flanked by an electron-rich imidazole ring and an ethyl substituent, enabling efficient coupling in transition-metal-catalyzed transformations. This bench-stable reagent integrates readily into heterocyclic scaffolds, offering enhanced solubility and compatibility in synthetic workflows.

Application

1-Ethyl-1H-imidazole-2-carbaldehyde serves as a versatile building block for imidazole-based heterocycles, enabling efficient access to bioactive scaffolds through nucleophilic addition and condensation reactions. The aldehyde functionality facilitates direct coupling with amines, hydrazines, and other nucleophiles under mild conditions, while the ethyl substituent enhances solubility and stability in common organic solvents. Its bench-stable nature and compatibility with standard purification protocols make it well-suited for medicinal chemistry campaigns and combinatorial synthesis workflows.

Synthesis

  • Route1
    • null|null
      75-03-6
    • In-stock
      1H-Imidazole-2-carbaldehyde|CS-W007321
      10111-08-7
    • ~89%
    • In-stock
      1-Ethyl-1H-imidazole-2-carbaldehyde|CS-W005603
      111851-98-0

    References

    • Seto, Masaki; Miyamoto, Naoki; Aikawa, Katsuji; Aramaki, Yoshio; Kanzaki, Naoyuki; Iizawa, Yuji; Baba, Masanori; Shiraishi, Mitsuru Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 2 p. 363 - 386
  • Route2
    • In-stock
      1-Methyl-2-imidazolecarboxaldehyde|CS-W009259
      13750-81-7
    • null|null
      74-88-4
    • ~86%
    • In-stock
      1-Ethyl-1H-imidazole-2-carbaldehyde|CS-W005603
      111851-98-0

    References

    • BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel Patent: WO2011/130661 A1, 2011 ; Location in patent: Page/Page column 133-134 ;
  • Route3
    • 1-Ethenyl-1H-imidazole-2-carboxaldehyde|CS-0642122
      69767-96-0
    • ~94%
    • In-stock
      1-Ethyl-1H-imidazole-2-carbaldehyde|CS-W005603
      111851-98-0

    References

    • Balkalova; Domnina; Chipanina; Afonin; Shulunova Russian Chemical Bulletin, 1999 , vol. 48, # 5 p. 962 - 966

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-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   34.89
  • LogP   0.7155
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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