Ethyl 3-amino-4-chlorobenzo[b]thiophene-2-carboxylate

Name: Ethyl 3-amino-4-chlorobenzo[b]thiophene-2-carboxylate
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CAS No. 67189-92-8
Cat. No. CS-0314628
Purity≥98%
MDL No.None

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Ethyl 3-amino-4-chlorobenzo[b]thiophene-2-carboxylate|CS-0314628

Structure of 67189-92-8

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Description

Ethyl 3-amino-4-chlorobenzo[b]thiophene-2-carboxylate features a fused thiophene core with strategically positioned amino and chloro substituents, enabling direct integration into heterocyclic scaffolds. This bench-stable intermediate supports efficient coupling reactions and serves as a key building block in the synthesis of bioactive compounds.

Application

Ethyl 3-amino-4-chlorobenzo[b]thiophene-2-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions and electrophilic substitutions. The amino and chloro groups offer orthogonal reactivity for sequential functionalization, while the ester functionality supports further derivatization. Its bench-stable nature and compatibility with standard purification methods facilitate efficient integration into medicinal chemistry workflows.

General Information

CAS No. 67189-92-8
Cat. No. CS-0314628
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₀ClNO₂S
Molecular Weight 255.72
Synonym(s) Ethyl 3-amino-4-chloro-1-benzothiophene-2-carboxylate
SMILES CCOC(=O)C1=C(C2=C(C=CC=C2S1)Cl)N

Computational Chemistry Data

TPSA 52.32
LogP 3.3136
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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Ethyl 3-amino-4-chlorobenzo[b]thiophene-2-carboxylate

CAS No. 67189-92-8

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