Ethyl 3-aminobenzofuran-2-carboxylate

Product Introduction

Ethyl 3-Aminobenzofuran-2-carboxylate (CAS No. 39786-35-1) is a multifunctional benzofuran heterocyclic building block containing both an amino group and an ethyl ester group.

Its benzofuran core provides a rigid aromatic heterocyclic framework, while the 3-amino group and 2-carboxylate ester provide versatile functional handles for further chemical transformations.

This compound is primarily used in organic synthesis, heterocyclic chemistry, pharmaceutical research, medicinal chemistry, and the development of functional aromatic compounds.

Commercial products are available in research grades such as 97% and ≥98% purity.

Mechanism / Principle

Multifunctional Benzofuran Building Block

Ethyl 3-Aminobenzofuran-2-carboxylate combines three important structural features:

• Benzofuran aromatic heterocycle
• Primary amino group
• Ethyl ester group

The amino group can participate in condensation, acylation, alkylation and other derivatization reactions, while the ester group can undergo hydrolysis, amidation and related transformations.

This combination makes the compound useful for constructing more complex benzofuran-based molecules and heterocyclic scaffolds.

Key Research Applications

1. Organic Synthesis

Ethyl 3-Aminobenzofuran-2-carboxylate is used as a versatile intermediate for preparing structurally diverse organic compounds.

Applications include:

• Synthetic intermediate development
• Functional aromatic compound synthesis
• Multistep organic synthesis
• Heterocyclic compound synthesis
• Building-block research

2. Heterocyclic Chemistry

The benzofuran core is an important heterocyclic scaffold in synthetic chemistry.

Applications include:

• Benzofuran derivative synthesis
• Heterocyclic scaffold development
• Ring-functionalization studies
• Heteroaromatic chemistry
• Synthetic methodology research

3. Medicinal Chemistry

Benzofuran derivatives are widely investigated in medicinal chemistry, making this compound useful as a starting material for preparing structurally diverse screening compounds.

Applications include:

• Lead compound synthesis
• Structure-activity relationship studies
• Heterocyclic medicinal chemistry
• Small-molecule library development
• Bioactive molecule research

4. Pharmaceutical Research

The amino and ester functionalities provide convenient synthetic handles for developing substituted benzofuran derivatives.

Applications include:

• Pharmaceutical intermediate research
• Drug-discovery chemistry
• Molecular scaffold development
• Pharmaceutical compound synthesis
• Synthetic route development

5. Functional Molecule Synthesis

The combination of aromatic heterocycle and reactive functional groups enables the preparation of molecules with tailored chemical properties.

Applications include:

• Functional aromatic molecules
• Advanced organic intermediates
• Molecular materials research
• Structure-property studies

Advantages

• Well-defined benzofuran heterocyclic scaffold
• Contains both amino and ester functional groups
• Multiple sites for further chemical modification
• Suitable for multistep organic synthesis
• Useful building block for benzofuran derivatives
• Applicable to medicinal chemistry research
• Suitable for pharmaceutical intermediate development
• Available in high-purity research grades
• Useful for heterocyclic chemistry and synthetic methodology

Storage & Handling

• Store in a tightly closed container.
• Keep in a cool, dry and well-ventilated environment.
• Protect from excessive heat and moisture.
• Avoid unnecessary exposure to contamination.
• Avoid inhalation of dust.
• Avoid contact with skin and eyes.
• Wear appropriate gloves, protective clothing and eye protection.
• Handle according to the product-specific SDS.
• Use only for laboratory research and appropriate chemical synthesis applications.

Safety classifications can vary by supplier and jurisdiction. Sigma-Aldrich currently lists this compound as a solid with an acute oral toxicity classification (H302), while other supplier SDS documents may provide different classifications. The applicable product SDS should therefore be reviewed before use.

Research Areas

Researchers working in the following fields may benefit from Ethyl 3-Aminobenzofuran-2-carboxylate (CAS No. 39786-35-1):

• Organic synthesis
• Heterocyclic chemistry
• Benzofuran chemistry
• Medicinal chemistry
• Pharmaceutical research
• Drug discovery
• Synthetic methodology
• Chemical biology
• Small-molecule development
• Fine chemical synthesis

Q1: What is Ethyl 3-Aminobenzofuran-2-carboxylate?

A: Ethyl 3-Aminobenzofuran-2-carboxylate is a benzofuran-based organic building block with CAS No. 39786-35-1, molecular formula C₁₁H₁₁NO₃, and molecular weight 205.21 g/mol.

Q2: What are the synonyms of Ethyl 3-Aminobenzofuran-2-carboxylate?

A: Common synonyms include Ethyl 3-amino-1-benzofuran-2-carboxylate, 3-Aminobenzofuran-2-carboxylic Acid Ethyl Ester, 3-Aminocoumarilic Acid Ethyl Ester, and Ethyl 3-Aminocoumarilate.

Q3: What is Ethyl 3-Aminobenzofuran-2-carboxylate used for?

A: It is primarily used as a building block and synthetic intermediate for organic synthesis, benzofuran chemistry, heterocyclic chemistry, medicinal chemistry, and pharmaceutical research.

Q4: What functional groups are present in this compound?

A: The molecule contains a benzofuran ring, primary amino group, and ethyl ester group, providing multiple sites for chemical modification.

Q5: What is the molecular weight of Ethyl 3-Aminobenzofuran-2-carboxylate?

A: Its molecular weight is 205.21 g/mol.

Q6: What is the molecular formula of CAS 39786-35-1?

A: The molecular formula is C₁₁H₁₁NO₃.

Q7: Is Ethyl 3-Aminobenzofuran-2-carboxylate available in high purity?

A: Yes. Commercial research products are available at 97% and ≥98% purity, depending on the supplier and grade.

Q8: What is the melting point of Ethyl 3-Aminobenzofuran-2-carboxylate?

A: Reported melting points are approximately 77–82°C, depending on the source and product specification. Sigma-Aldrich reports 77–81°C, while Thermo Fisher reports 77–82°C.