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Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate

  • CAS No. 181283-33-0

  • Cat. No. CS-0448622
  • Purity≥98%
  • MDL No.None
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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

Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate|CS-0448622

Structure of 181283-33-0

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Description

Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate integrates a chlorinated benzo[b]thiophene core with an amino group at C3 and a methyl ester at C2, delivering a versatile scaffold for medicinal chemistry. The electron-donating amino moiety enhances reactivity in coupling reactions, while the chloro substituent provides a handle for further functionalization. This bench-stable compound enables efficient access to bioactive heterocycles under standard conditions.

Application

Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct functionalization at the amino and carboxylate positions. The chloro group provides a site for palladium-catalyzed cross-coupling, while the amine facilitates acylation or reductive alkylation. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step sequences targeting pharmaceutical scaffolds.

General Information

  • CAS No. 181283-33-0
  • Cat. No. CS-0448622
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClNO₂S
  • Molecular Weight 241.69
  • Synonym(s) 3-Amino-2-carbomethoxy-7-chloro-benzthiophene
  • SMILES COC(=O)C1=C(C2=C(C(=CC=C2)Cl)S1)N

Computational Chemistry Data

  • TPSA   52.32
  • LogP   2.9235
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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-P330-P362+P364-P405-P501

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