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Ethyl 2-ethoxy-2-iminoacetate

  • CAS No. 816-27-3

  • Cat. No. CS-W006056
  • Purity≥95%
  • MDL No.MFCD06797654

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

Ethyl 2-ethoxy-2-iminoacetate|CS-W006056

Structure of 816-27-3

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General Information

  • CAS No. 816-27-3
  • Cat. No. CS-W006056
  • Purity ≥95%
  • MDL No. MFCD06797654
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₃
  • Molecular Weight 145.16
  • Synonym(s) Ethyl ethoxyiminoacetate
  • SMILES CCOC(=N)C(=O)OCC

Description

Ethyl 2-ethoxy-2-iminoacetate is a bench-stable, moisture-tolerant reagent featuring a reactive imino group flanked by ester and ethoxy substituents. This electron-deficient imine integrates readily into heterocyclic syntheses, enabling efficient access to pyrrolidine and imidazole scaffolds under mild conditions.

Application

Ethyl 2-ethoxy-2-iminoacetate serves as a reliable synthon for the construction of pyrazole and triazole heterocycles, enabling efficient one-pot condensation reactions with hydrazines and azides under mild conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and scalable synthesis in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • US4331665 A1, ; US4390534 A1, ;
  • Route2
    • null|null
      64-17-5
    • In-stock
      Ethyl carbonocyanidate|CS-0022374
      623-49-4
    • ~78%
    • In-stock
      Ethyl 2-ethoxy-2-iminoacetate|CS-W006056
      816-27-3

    References

    • McKillop, Alexander; Chattopadhyay, Shital K.; Henderson, Alan; Avendano, Carmen Synthesis, 1997 , # 3 p. 301 - 304
  • Route3
    • null|null
      75-03-6
    • ~%
    • In-stock
      Ethyl 2-ethoxy-2-iminoacetate|CS-W006056
      816-27-3

    References

    • Journal of the Chemical Society, , vol. 79, p. 698 Journal of the Chemical Society, , vol. 81, p. 593

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302
Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.38
  • LogP   0.56327
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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