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CS-W001157 4
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Methyl 3-Aminobenzo[b]thiophene-2-carboxylate

  • CAS No. 35212-85-2

  • Cat. No. CS-0072592
  • Purity≥98%
  • MDL No.None

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

Methyl 3-Aminobenzo[b]thiophene-2-carboxylate|CS-0072592

Structure of 35212-85-2

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General Information

  • CAS No. 35212-85-2
  • Cat. No. CS-0072592
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂S
  • Molecular Weight 207.25
  • Synonym(s) 3-amino-2-carbomethoxy-benzothiophene
  • SMILES NC1=C(C(OC)=O)SC2=C1C=CC=C2

Description

Methyl 3-Aminobenzo[b]thiophene-2-carboxylate features a fused thiophene-benzene core with a strategically positioned amino group and ester functionality. This electron-rich scaffold integrates readily into heterocyclic synthesis, serving as a key intermediate for bioactive compound development. The amine moiety enables direct derivatization, while the ester group supports subsequent transformations under standard conditions.

Application

Methyl 3-aminobenzo[b]thiophene-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and materials science. The ortho-amino and ester functionalities enable sequential functionalization via Suzuki-Miyaura coupling, amide formation, or electrophilic substitution. Bench-stable and readily purified by column chromatography, it functions as a key intermediate in the synthesis of bioactive scaffolds and conjugated polymers.

Synthesis

  • Route1
    • null|null
      394-47-8
    • null|null
      2365-48-2
    • ~90%
    • In-stock
      Methyl 3-Aminobenzo[b]thiophene-2-carboxylate|CS-0072592
      35212-85-2

    References

    • KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY Patent: WO2009/48274 A2, 2009 ; Location in patent: Page/Page column 22 ;
  • Route2
    • null|null
      2365-48-2
    • In-stock
      2-Nitrobenzonitrile|CS-W016340
      612-24-8
    • ~67%
    • In-stock
      Methyl 3-Aminobenzo[b]thiophene-2-carboxylate|CS-0072592
      35212-85-2

    References

    • Romagnoli, Romeo; Baraldi, Pier Giovanni; Kimatrai Salvador, Maria; Preti, Delia; Aghazadeh Tabrizi, Mojgan; Bassetto, Marcella; Brancale, Andrea; Hamel, Ernest; Castagliuolo, Ignazio; Bortolozzi, Roberta; Basso, Giuseppe; Viola, Giampietro Journal of Medicinal Chemistry, 2013 , vol. 56, # 6 p. 2606 - 2618
  • Route3

    References

    • US3950525 A1, ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   2.2701
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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