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CS-W001157 4
Total: USD 88.00

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile

  • CAS No. 70291-62-2

  • Cat. No. CS-W010830
  • Purity≥98%
  • MDL No.MFCD00121495

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

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile|CS-W010830

Structure of 70291-62-2

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General Information

  • CAS No. 70291-62-2
  • Cat. No. CS-W010830
  • Purity ≥98%
  • MDL No. MFCD00121495
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂S
  • Molecular Weight 164.23
  • Synonym(s) None
  • SMILES N#CC1=C(N)SC2=C1CCC2

Description

This electron-deficient heterocycle integrates a nitrile group and an amino substituent, enabling direct functionalization in synthetic transformations. The cyclopenta[b]thiophene scaffold offers enhanced stability and planar geometry, facilitating efficient coupling reactions under standard conditions.

Application

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused thiophene core with amino and nitrile functionalities enables facile derivatization via nucleophilic substitution, condensation, or transition-metal-catalyzed coupling. The compound exhibits good bench stability and facilitates efficient synthesis of complex scaffolds relevant to kinase inhibitors and organic semiconductors.

Synthesis

  • Route1
    • null|null
      120-92-3
    • null|null
      109-77-3
    • ~91%
    • In-stock
      2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile|CS-W010830
      70291-62-2

    References

    • Abaee, M. Saeed; Cheraghi, Somayeh Journal of Sulfur Chemistry, 2014 , vol. 35, # 3 p. 261 - 269
  • Route2
    • 2-Cyclopentylidenemalononitrile|CS-0966910
      5660-83-3
    • ~59%
    • null|null
      21369-33-5
    • In-stock
      2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile|CS-W010830
      70291-62-2

    References

    • Advanced Synthesis and Catalysis, , vol. 350, # 17 p. 2740 - 2746

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   1.69068
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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