Ethyl 2-(2-aminophenyl)acetate: Properties & Lab Use FAQ

Ethyl 2-(2-aminophenyl)acetate is an aromatic amine ester widely used as a versatile synthetic intermediate in pharmaceutical and heterocyclic chemistry research.

Chemical Name

Ethyl 2-(2-aminophenyl)acetate

CAS Number

Needs verification — not confirmed in source material

Molecular Formula

C10H13NO2

Molecular Weight

179.22 g/mol

Functional Groups

Primary aromatic amine (–NH2) and ethyl ester (–COOC2H5)

Aladdin SKU

E770462

Typical Application

Intermediate in synthesis of benzazepines, quinolinones, and related N-heterocycles

Chemical Identity and Structure

Ethyl 2-(2-aminophenyl)acetate (molecular formula C₁₀H₁₃NO₂, MW ~179.22 g/mol) features an ortho-aminophenyl ring bearing a –CH₂COOC₂H₅ side chain. The simultaneous presence of a nucleophilic primary amine and an electrophilic ester carbonyl on the same molecule makes it a bifunctional building block. The ortho relationship between the two groups is critical: it positions the amine and ester in close proximity, facilitating intramolecular cyclisation reactions that are central to its synthetic utility.

Synthesis and Synthetic Applications

Ethyl 2-(2-aminophenyl)acetate is primarily valued as an intermediate for construction of nitrogen-containing heterocycles. The free amine can undergo condensation with aldehydes, ketones, or acyl chlorides, while the ester can participate in Claisen-type condensations, transamidations, or intramolecular lactamisation. These properties make it a useful precursor to benzazepinones, 2-oxindoles, isatins, and dihydroisoquinolinones, classes of scaffolds relevant to medicinal chemistry and drug discovery.

In a typical cyclisation, the amine reacts intramolecularly with the ester carbonyl under basic or acidic conditions to yield a lactam ring system. Researchers also employ this compound in multicomponent reactions where the dual reactivity accelerates library synthesis.

Storage, Handling and Safety

As an aromatic amine, Ethyl 2-(2-aminophenyl)acetate should be handled with appropriate personal protective equipment including nitrile gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood. The compound should be stored in a tightly sealed container away from oxidising agents, strong acids, and strong bases, at cool room temperature or under refrigeration (2–8 °C is commonly recommended for amine-containing reagents) to minimise oxidation and hydrolysis of the ester group.

Researchers should consult the current Safety Data Sheet (SDS) provided by Aladdin Scientific before use. Specific hazard classifications, GHS pictograms, and first-aid measures will be detailed therein.

Purity, Quality and Specification

Aladdin Scientific offers Ethyl 2-(2-aminophenyl)acetate (SKU: E770462) for research use. Purity specifications and analytical data including NMR, GC or HPLC confirmation should be referenced directly on the product page or Certificate of Analysis (CoA). Researchers requiring high purity for sensitive assays should request a CoA lot-specific report to confirm conformance prior to use.

Standard quality checks for this class of compound typically include assessment by GC or HPLC purity, along with ¹H NMR to confirm structural identity. Contact Aladdin technical support for batch-specific data.

Ordering and Availability

Ethyl 2-(2-aminophenyl)acetate is available from Aladdin Scientific under SKU E770462. To place an order, visit the Aladdin Scientific website, search by SKU or product name, and add the desired quantity to your cart. For bulk quantities, custom packaging, or institutional pricing, contact Aladdin's sales team directly. Reward points, promotional discounts, and credit terms may apply depending on your account status — log in to your account to view applicable offers.

Frequently asked questions

What is Ethyl 2-(2-aminophenyl)acetate used for in research?

Ethyl 2-(2-aminophenyl)acetate is primarily used as a bifunctional synthetic intermediate in organic and medicinal chemistry. Its ortho-positioned amine and ester groups enable intramolecular cyclisation to form lactam scaffolds such as benzazepinones and dihydroisoquinolinones, which are valuable in drug discovery and heterocyclic synthesis.

How should Ethyl 2-(2-aminophenyl)acetate be stored to maintain stability?

The compound should be stored in a tightly sealed container, away from oxidising agents, strong acids, and strong bases. Refrigeration at 2–8 °C is generally recommended to minimise ester hydrolysis and oxidation of the aromatic amine. Always consult the product-specific SDS and CoA for confirmed storage conditions.

What is the Aladdin Scientific SKU for Ethyl 2-(2-aminophenyl)acetate?

Ethyl 2-(2-aminophenyl)acetate is listed under SKU E770462 at Aladdin Scientific. You can search this code directly on the Aladdin website to access product specifications, pricing, and availability.

What purity grade is available, and how can I obtain a Certificate of Analysis?

Purity specifications for E770462 are listed on the Aladdin product page. A batch-specific Certificate of Analysis (CoA) can be requested from Aladdin Scientific customer support or downloaded via the website using the lot number. This document typically includes GC or HPLC purity data and NMR confirmation.

Is Ethyl 2-(2-aminophenyl)acetate safe to handle, and what precautions are needed?

As with all aromatic amine compounds, appropriate precautions are required: use nitrile gloves, safety goggles, and a lab coat, and handle in a fume hood. Avoid contact with skin, eyes, and clothing. The current SDS from Aladdin Scientific should be consulted for full hazard classification, GHS information, and emergency procedures before use.

References

1. Aladdin Scientific product page for Ethyl 2-(2-aminophenyl)acetate, SKU E770462.
2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley, 5th ed. General reference for ester and amine reactivity.
3. Safety Data Sheet for Ethyl 2-(2-aminophenyl)acetate — Aladdin Scientific (current version).

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.