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Ethyl 2-aminothiophene-3-carboxylate

  • CAS No. 31891-06-2

  • Cat. No. CS-W008319
  • Purity≥97%
  • MDL No.MFCD01566303

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

Ethyl 2-aminothiophene-3-carboxylate|CS-W008319

Structure of 31891-06-2

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General Information

  • CAS No. 31891-06-2
  • Cat. No. CS-W008319
  • Purity ≥97%
  • MDL No. MFCD01566303
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂S
  • Molecular Weight 171.22
  • Synonym(s) 2-Amino-thiophene-3-carboxylic acid ethyl ester
  • SMILES C1=CSC(=C1C(OCC)=O)N

Description

DNP-PEG2-acid is a PEG linker containing a DNP and carboxylic acid moiety. DNP is involved in biological applications such as participating in ion transport across membranes. The terminal carboxylic acid can react with primary amines in the presence of EDC and HATU to form stable amide bonds. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.

Application

Ethyl 2-aminothiophene-3-carboxylate serves as a versatile scaffold in heterocyclic synthesis, enabling efficient access to substituted thiophenes via Pd-catalyzed cross-coupling and electrophilic functionalization. The amino and ester groups offer orthogonal reactivity, facilitating sequential transformations. Its bench stability and compatibility with standard reaction conditions make it a practical building block for medicinal chemistry and API development.

Synthesis

  • Route1
    • p-Dithiane-2,5-diol|CS-W018087
      40018-26-6
    • null|null
      105-56-6
    • ~89%
    • In-stock
      Ethyl 2-aminothiophene-3-carboxylate|CS-W008319
      31891-06-2

    References

    • Ma, Lichao; Yuan, Liwei; Xu, Changzhu; Li, Guowei; Tao, Minli; Zhang, Wenqin Synthesis (Germany), 2013 , vol. 45, # 1 art. no. SS-2012-H0716-OP, p. 45 - 52
  • Route2
    • null|null
      67-56-1
    • 2-Aminothiophene-3-carboxylic acid|CS-0060720
      56387-08-7
    • ~%
    • In-stock
      Ethyl 2-aminothiophene-3-carboxylate|CS-W008319
      31891-06-2

    References

    • European Journal of Medicinal Chemistry, , vol. 76, p. 343 - 351

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.507
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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