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CS-W001157 4
Total: USD 88.00

Ethyl 1H-imidazole-1-carboxylate

  • CAS No. 19213-72-0

  • Cat. No. CS-0146429
  • Purity≥95%
  • MDL No.MFCD00014498

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

Ethyl 1H-imidazole-1-carboxylate|CS-0146429

Structure of 19213-72-0

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General Information

  • CAS No. 19213-72-0
  • Cat. No. CS-0146429
  • Purity ≥95%
  • MDL No. MFCD00014498
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O₂
  • Molecular Weight 140.14
  • Synonym(s) N-Carboethoxyimidazole
  • SMILES O=C(N1C=CN=C1)OCC

Description

Ethyl 1H-imidazole-1-carboxylate is a bench-stable, moisture-tolerant building block featuring a reactive ester group and an electron-rich imidazole core. This combination enables direct coupling with nucleophiles under mild conditions, facilitating efficient access to functionalized imidazoles. The ethyl ester moiety simplifies purification and enhances solubility in common organic solvents.

Application

Ethyl 1H-imidazole-1-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-containing scaffolds through standard functional group transformations. Its ethyl ester moiety facilitates convenient derivatization via hydrolysis, reduction, or coupling reactions, while the imidazole core provides inherent stability and favorable electronic properties for downstream applications in medicinal chemistry and catalysis. The compound exhibits excellent bench stability and ease of purification, making it well-suited for routine use in synthetic workflows.

Synthesis

  • Route1
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      541-41-3
    • ~91%
    • In-stock
      Ethyl 1H-imidazole-1-carboxylate|CS-0146429
      19213-72-0

    References

    • Heller, Stephen T.; Schultz, Erica E.; Sarpong, Richmond Angewandte Chemie - International Edition, 2012 , vol. 51, # 33 p. 8304 - 8308
  • Route2
    • null|null
      64-17-5
    • null|null
      530-62-1
    • ~85%
    • In-stock
      Ethyl 1H-imidazole-1-carboxylate|CS-0146429
      19213-72-0

    References

    • Lecouvey; Dufau; El Manouni; Leroux Nucleosides and Nucleotides, 1999 , vol. 18, # 9 p. 2109 - 2120
  • Route3
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      63436-79-3
    • ~85%
    • In-stock
      Ethyl 1H-imidazole-1-carboxylate|CS-0146429
      19213-72-0

    References

    • Kita, Yasuyuki; Haruta, Jun-ichi; Tagawa, Hiroko; Tamura, Yasumitsu Journal of Organic Chemistry, 1980 , vol. 45, # 22 p. 4519 - 4522

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   44.12
  • LogP   0.8877
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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