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Ethyl 5-aminothiophene-2-carboxylate

  • CAS No. 67318-11-0

  • Cat. No. CS-0498793
  • Molecule weight171.22
  • Purity≥98%
  • MDL No.None

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

Ethyl 5-aminothiophene-2-carboxylate|CS-0498793

Structure of 67318-11-0

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General Information

  • CAS No. 67318-11-0
  • Cat. No. CS-0498793
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂S
  • Molecular Weight 171.22
  • Synonym(s) None
  • SMILES O=C(C1=CC=C(N)S1)OCC

Description

Ethyl 5-aminothiophene-2-carboxylate features a thiophene core with strategically positioned amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. The electron-rich thiophene ring enhances reactivity in transition-metal-catalyzed couplings, while the amino group offers sites for derivatization. This bench-stable intermediate supports efficient synthesis of bioactive molecules and functional materials.

Application

Ethyl 5-aminothiophene-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiophenes via palladium-catalyzed cross-coupling and electrophilic substitution. The amino and ester functionalities offer orthogonal reactivity for sequential derivatization, while the molecule exhibits excellent bench stability and facilitates straightforward purification. This compound functions as a key intermediate in the construction of bioactive scaffolds relevant to medicinal chemistry and agrochemical development.

Safety Information

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

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