Ethyl 2-((4-chlorophenyl)amino)acetate: Key Facts & FAQs

Ethyl 2-((4-chlorophenyl)amino)acetate is a secondary arylamino acid ester that serves as a versatile building block in pharmaceutical and agrochemical synthesis, featuring a para-chlorophenyl group linked to a glycine ethyl ester scaffold.

Chemical Name

Ethyl 2-((4-chlorophenyl)amino)acetate

SKU

E697285

Molecular Formula

C10H12ClNO2

Molecular Weight

213.66 g/mol

Functional Class

Secondary arylamine / amino acid ester derivative

Typical Application

Pharmaceutical intermediate, building block for heterocyclic synthesis

Overview and Chemical Identity

Ethyl 2-((4-chlorophenyl)amino)acetate (SKU: E697285) is an organic compound belonging to the class of secondary arylamines combined with an ethyl ester functionality. Its structure consists of a 4-chloroaniline moiety connected through a secondary amine nitrogen to a methylene group bearing an ethyl ester, effectively making it the N-(4-chlorophenyl) derivative of glycine ethyl ester.

The presence of the electron-withdrawing para-chloro substituent on the phenyl ring modulates the nucleophilicity of the amine nitrogen, making this compound particularly useful for controlled N-acylation, cyclization, and condensation reactions in multi-step synthesis.

Physical and Chemical Properties

Ethyl 2-((4-chlorophenyl)amino)acetate has a molecular formula of C10H12ClNO2 and a molecular weight of approximately 213.66 g/mol. The compound typically presents as a solid or low-melting crystalline material at room temperature. It is expected to be soluble in common organic solvents such as dichloromethane, ethyl acetate, dimethylformamide (DMF), and dimethyl sulfoxide (DMSO), and sparingly soluble or insoluble in water due to its lipophilic aryl character.

The secondary amine group provides a reactive site for further functionalization, while the ethyl ester is amenable to hydrolysis, transesterification, or reduction reactions under standard conditions.

Note: Specific melting point, boiling point, and purity data for this lot should be confirmed from the product certificate of analysis (CoA) provided by Aladdin Scientific.

Handling, Storage, and Safety

As with all secondary aromatic amines, Ethyl 2-((4-chlorophenyl)amino)acetate should be handled with appropriate personal protective equipment (PPE), including gloves, safety glasses, and a laboratory coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation exposure.

The compound should be stored in a tightly sealed container, in a cool, dry location away from direct light, strong oxidizers, and strong acids or bases. Recommended storage temperature is typically 2–8 °C or at room temperature as specified on the product label; refer to the Aladdin Scientific product page and Safety Data Sheet (SDS) for the most current storage conditions specific to this product.

Disposal must comply with applicable local regulations governing aromatic amine-containing waste. Consult the SDS for emergency procedures, first-aid measures, and regulatory classifications.

Synthetic Utility and Applications

Ethyl 2-((4-chlorophenyl)amino)acetate is valued in synthetic chemistry primarily as a bifunctional building block. The secondary amine can undergo acylation, reductive amination, or condensation with carbonyl-containing electrophiles to afford amide, imine, or enamine intermediates. Subsequent intramolecular or intermolecular cyclization reactions can generate heterocyclic frameworks such as diketopiperazines, oxazolones, quinoxalinones, or other nitrogen-containing ring systems of pharmaceutical relevance.

The para-chlorophenyl substituent additionally enables cross-coupling chemistry (e.g., Suzuki, Buchwald-Hartwig amination) for further diversification of molecular scaffolds in lead-optimization campaigns.

Researchers are advised to consult current literature for specific reaction conditions and to validate all procedures in their own laboratories.

Ordering and Product Information

Ethyl 2-((4-chlorophenyl)amino)acetate is available from Aladdin Scientific under SKU E697285. To place an order, visit the Aladdin Scientific website, search by product name or SKU, and add the desired quantity to your cart. For bulk quantities, custom packaging, or institutional pricing inquiries, please contact Aladdin Scientific's sales team directly.

A Certificate of Analysis (CoA) and Safety Data Sheet (SDS) are available for download on the product page. If you require additional documentation such as HPLC traces or NMR spectra, please contact customer support specifying your lot number.

For return and refund policies, shipping timelines, or payment options, please refer to the relevant sections of the Aladdin Scientific website or contact customer service.

Frequently asked questions

What is Ethyl 2-((4-chlorophenyl)amino)acetate used for in research?

Ethyl 2-((4-chlorophenyl)amino)acetate is primarily used as a bifunctional building block in pharmaceutical and agrochemical synthesis. Its secondary amine and ethyl ester groups enable diverse transformations including acylation, cyclization, and cross-coupling reactions, facilitating the construction of heterocyclic scaffolds of biological interest.

What solvents are suitable for dissolving Ethyl 2-((4-chlorophenyl)amino)acetate?

Based on its lipophilic arylamine structure, this compound is expected to dissolve readily in polar aprotic solvents such as DMSO and DMF, as well as in common organic solvents including dichloromethane, ethyl acetate, and acetonitrile. Aqueous solubility is expected to be very low. Researchers should verify solubility experimentally for their specific application concentrations.

How should Ethyl 2-((4-chlorophenyl)amino)acetate be stored to maintain stability?

The compound should be stored in a tightly sealed container in a cool, dry place, protected from light, moisture, and incompatible materials such as strong oxidizers and strong acids. Refer to the product label and the Aladdin Scientific Safety Data Sheet for the recommended storage temperature specific to this product lot.

Where can I find the Certificate of Analysis (CoA) for SKU E697285?

The Certificate of Analysis for Ethyl 2-((4-chlorophenyl)amino)acetate (SKU E697285) is available for download directly from the product page on the Aladdin Scientific website. If you require a lot-specific CoA or additional analytical documentation such as NMR or HPLC data, please contact Aladdin Scientific customer support with your lot number.

Is Ethyl 2-((4-chlorophenyl)amino)acetate available in bulk quantities?

Aladdin Scientific may offer bulk quantities or custom packaging options for Ethyl 2-((4-chlorophenyl)amino)acetate (SKU E697285) depending on availability. Please contact the Aladdin Scientific sales team directly to discuss bulk pricing, lead times, and packaging specifications for your project needs.

References

1. Aladdin Scientific product page: Ethyl 2-((4-chlorophenyl)amino)acetate, SKU E697285.
2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. (General reference for amine and ester chemistry.)

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