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Ethyl 2-anilino-4-oxo-4,5-dihydro-3-thiophenecarboxylate

  • CAS No. 78267-15-9

  • Cat. No. CS-0116759
  • Purity≥95%
  • MDL No.MFCD02106374

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

Ethyl 2-anilino-4-oxo-4,5-dihydro-3-thiophenecarboxylate|CS-0116759

Structure of 78267-15-9

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General Information

  • CAS No. 78267-15-9
  • Cat. No. CS-0116759
  • Purity ≥95%
  • MDL No. MFCD02106374
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₃NO₃S
  • Molecular Weight None
  • Synonym(s) ethyl 4-oxo-2-(phenylamino)thiophene-3-carboxylate
  • SMILES O=C(C1=C(NC2=CC=CC=C2)SCC1=O)OCC

Description

Ethyl 2-anilino-4-oxo-4,5-dihydro-3-thiophenecarboxylate features a fused thiophene core with an electron-rich aniline moiety and a reactive ketone at C4. This scaffold integrates readily into heterocyclic syntheses, offering high stability under standard conditions and compatibility with diverse coupling reactions.

Application

Ethyl 2-anilino-4-oxo-4,5-dihydro-3-thiophenecarboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiophene scaffolds via cyclization and functional group manipulation. Its anilino and ester functionalities offer orthogonal reactivity, facilitating downstream modifications in medicinal chemistry campaigns. The compound exhibits good bench stability and is compatible with standard synthetic protocols, including nucleophilic substitution and transition-metal-catalyzed coupling reactions.

Synthesis

  • Route1
    • In-stock
      Ethyl 4-chloroacetoacetate|CS-D1440
      638-07-3
    • null|null
      103-72-0
    • ~87%
    • In-stock
      Ethyl 2-anilino-4-oxo-4,5-dihydro-3-thiophenecarboxylate|CS-0116759
      78267-15-9

    References

    • Bergman, Jan; Romero, Ivan Journal of Heterocyclic Chemistry, 2010 , vol. 47, # 5 p. 1215 - 1220
  • Route2
    • null|null
      74497-02-2
    • ~%
    • In-stock
      Ethyl 2-anilino-4-oxo-4,5-dihydro-3-thiophenecarboxylate|CS-0116759
      78267-15-9

    References

    • Journal of Medicinal Chemistry, , vol. 56, # 20 p. 7911 - 7924

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-P405-P501

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   2.1891
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   4

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