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CS-W001157 4
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4-Aminothiophene-2-carbonitrile

  • CAS No. 73781-74-5

  • Cat. No. CS-0103350
  • Purity≥95%
  • MDL No.None

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

4-Aminothiophene-2-carbonitrile|CS-0103350

Structure of 73781-74-5

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General Information

  • CAS No. 73781-74-5
  • Cat. No. CS-0103350
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂S
  • Molecular Weight 124.16
  • Synonym(s) 4-amino-2-Thiophenecarbonitrile
  • SMILES N#CC1=CC(N)=CS1

Description

4-Aminothiophene-2-carbonitrile features a conjugated thiophene core bearing an electron-rich amino group and a strongly electron-withdrawing nitrile at adjacent positions. This combination enables efficient charge transfer, making it valuable for constructing functional materials in organic semiconductors and photoactive systems. The molecule exhibits enhanced stability under standard conditions and integrates readily into multi-component synthetic sequences.

Application

4-Aminothiophene-2-carbonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized thiophene scaffolds. Its dual functionality—amine and nitrile groups—facilitates diverse transformations including amidation, cyclization, and metal-catalyzed coupling reactions. The compound exhibits good bench stability and is compatible with standard purification methods, making it suitable for iterative synthesis and scale-up applications.

Synthesis

  • Route1

    References

    • METHYLGENE INC. Patent: WO2008/104077 A1, 2008 ; Location in patent: Page/Page column 46; 47 ;

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   1.20198
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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