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CS-W001157 4
Total: USD 88.00

Benzo[b]thiophen-2-amine

  • CAS No. 4521-30-6

  • Cat. No. CS-W018765
  • Purity≥95%
  • MDL No.MFCD18072620

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

Benzo[b]thiophen-2-amine|CS-W018765

Structure of 4521-30-6

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General Information

  • CAS No. 4521-30-6
  • Cat. No. CS-W018765
  • Purity ≥95%
  • MDL No. MFCD18072620
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NS
  • Molecular Weight None
  • Synonym(s) 2-Aminobenzo[b]thiophene
  • SMILES NC1=CC2=C(S1)C=CC=C2

Description

Benzo[b]thiophen-2-amine delivers a fused heterocyclic scaffold with a reactive amine at the 2-position, enabling direct incorporation into pharmaceutical intermediates and functional materials. The electron-rich aromatic system enhances conjugation in donor-acceptor architectures, while the thiophene core supports stability under standard synthetic conditions. This compound serves as a key building block for optoelectronic materials and bioactive molecules.

Application

Benzo[b]thiophen-2-amine serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its electron-rich aromatic core and amine functionality enable direct coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig protocols. The molecule exhibits good bench stability, facilitates straightforward purification, and functions as a key scaffold for kinase inhibitors and organic semiconductors.

Synthesis

  • Route1

    References

    • Schering Corporation Patent: US2007/117804 A1, 2007 ; Location in patent: Page/Page column 125 ; US 20070117804 A1
  • Route2

    References

    • Del Amo, Vicente; Dubbaka, Srinivas Ready; Krasovskiy, Arkady; Knochel, Paul Angewandte Chemie - International Edition, 2006 , vol. 45, # 46 p. 7838 - 7842
  • Route3
    • null|null
      66768-64-7
    • ~55%
    • In-stock
      Benzo[b]thiophen-2-amine|CS-W018765
      4521-30-6

    References

    • Capperucci, Antonella; Degl'Innocenti, Alessandro; Funicello, Maria; Mauriello, Giacomo; Scafato, Patrizia; Spagnolo, Piero Journal of Organic Chemistry, 1995 , vol. 60, # 7 p. 2254 - 2256

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

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.4835
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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