N,N-Diethyl 2-aminobenzenesulfonamide: FAQs & Key Facts

N,N-Diethyl 2-aminobenzenesulfonamide is an aromatic sulfonamide compound bearing both a free primary amino group at the ortho position and a diethyl-substituted sulfonamide moiety, making it a versatile building block for medicinal chemistry and organic synthesis.

Chemical Name

N,N-Diethyl 2-aminobenzenesulfonamide

SKU

N185348

Functional Groups

Primary aromatic amine (–NH₂) and diethylsulfonamide (–SO₂NEt₂)

Core Application

Synthetic intermediate in medicinal chemistry and heterocyclic synthesis

Substituent Pattern

ortho-substituted benzene ring with amino and sulfonamide groups

Supplier SKU Source

Aladdin Scientific (N185348)

What Is N,N-Diethyl 2-aminobenzenesulfonamide?

N,N-Diethyl 2-aminobenzenesulfonamide is an ortho-substituted aromatic compound that combines two synthetically important functional groups on a benzene ring: a primary amino group (–NH₂) at the 2-position and a sulfonamide group (–SO₂NEt₂) at the 1-position. The sulfonamide nitrogen carries two ethyl substituents, conferring steric and electronic properties that differ from simpler sulfonamides such as the unsubstituted or N-methyl analogues.

Because the free –NH₂ group and the –SO₂NEt₂ group are in close proximity on the aromatic ring, the molecule is particularly attractive as a bifunctional building block. The amino group can undergo acylation, alkylation, condensation, or cyclisation reactions, while the sulfonamide group contributes to the overall polarity, hydrogen-bonding capacity, and metabolic stability of derived compounds — features that are highly valued in drug discovery programmes.

Handling, Storage, and Safety

As with most aromatic amine-containing compounds, N,N-Diethyl 2-aminobenzenesulfonamide should be handled with appropriate personal protective equipment (PPE), including nitrile gloves, safety glasses, and a laboratory coat. Work should be conducted in a well-ventilated fume hood to minimise inhalation exposure to dust or vapours.

For storage, the compound should be kept in a tightly sealed container away from strong oxidising agents, strong acids, and strong bases. Storage at room temperature in a dry environment is generally appropriate for stable crystalline or solid aromatic sulfonamides; however, users are advised to consult the specific Safety Data Sheet (SDS) supplied by Aladdin Scientific for confirmed storage temperature, GHS hazard classifications, and first-aid measures applicable to this product (SKU N185348).

Disposal must comply with local regulations for chemical waste. Do not dispose of this compound via the drain or general waste stream without verifying applicable environmental regulations.

Purity, Grade, and Quality Specifications

Research-grade sulfonamide intermediates such as N,N-Diethyl 2-aminobenzenesulfonamide are typically characterised by suppliers using a combination of analytical techniques, which may include high-performance liquid chromatography (HPLC), nuclear magnetic resonance spectroscopy (NMR), and mass spectrometry (MS) to confirm identity and assess purity.

For the current lot-specific purity value, certificate of analysis (CoA), and analytical data for SKU N185348, customers should contact Aladdin Scientific directly or access the product page on the Aladdin Scientific website. Purity requirements will vary depending on the intended application: synthetic chemistry applications may tolerate lower purity grades, whereas biological assay work or reference standard use may require higher purity lots.

If a particular purity grade or custom quantity is required, Aladdin Scientific's technical and sales teams can advise on available options.

Applications in Organic and Medicinal Chemistry

The ortho-amino sulfonamide scaffold present in N,N-Diethyl 2-aminobenzenesulfonamide is a recognised pharmacophore element and synthetic handle in medicinal chemistry. The free amino group in the 2-position relative to the sulfonamide allows for intramolecular reactions and the construction of fused heterocyclic ring systems such as benzothiadiazines, benzothiazoles, and related structures, which appear in a range of bioactive compounds.

In broader synthetic chemistry, the compound can serve as a building block for library synthesis, combinatorial chemistry workflows, or as a directing group precursor for metal-catalysed C–H functionalisation reactions, where the sulfonamide moiety is known to coordinate to transition metals and direct ortho selectivity. The diethyl substitution on nitrogen modifies the steric environment compared with NH-sulfonamides and can influence reaction outcomes in palladium- or rhodium-catalysed processes.

Users working in these fields should consult the primary literature for specific protocols, as reaction conditions will vary significantly depending on the target transformation.

Ordering and Customer Support

N,N-Diethyl 2-aminobenzenesulfonamide is available from Aladdin Scientific under SKU N185348. To place an order, visit the Aladdin Scientific website, search for the SKU or product name, select the required pack size and quantity, and proceed through the standard checkout process. Registered account holders can access order history, invoices, and tracking information through the account management portal.

For bulk quantities, custom pack sizes, or questions regarding pricing, availability, lead times, and technical specifications, customers are encouraged to contact the Aladdin Scientific sales or technical support team directly via the website contact form or official customer service channels.

Returns, refunds, and shipment queries are handled according to Aladdin Scientific's standard policies. Please refer to the relevant policy pages on the Aladdin Scientific website or contact customer service for assistance with post-purchase matters.

Frequently asked questions

What is the CAS number or molecular formula of N,N-Diethyl 2-aminobenzenesulfonamide?

The exact CAS number and molecular formula for N,N-Diethyl 2-aminobenzenesulfonamide (SKU N185348) are confirmed on the Aladdin Scientific product page and certificate of analysis. The compound consists of a benzene ring bearing an ortho-amino group and a diethylsulfonamide group, giving a molecular formula of C₁₀H₁₆N₂O₂S. Please verify this information against the current CoA before use.

How should N,N-Diethyl 2-aminobenzenesulfonamide be stored to maintain stability?

The compound should be stored in a tightly closed container, protected from moisture, heat, and incompatible materials such as strong oxidisers and strong acids. A cool, dry location is generally recommended for aromatic sulfonamide intermediates. Always consult the product-specific Safety Data Sheet (SDS) available from Aladdin Scientific for confirmed storage conditions for SKU N185348.

What analytical methods are used to confirm the identity and purity of this compound?

Identity and purity of N,N-Diethyl 2-aminobenzenesulfonamide are typically confirmed using techniques such as ¹H NMR, mass spectrometry, and HPLC purity analysis. Lot-specific analytical data are provided in the certificate of analysis (CoA) for SKU N185348, which is available on request from Aladdin Scientific.

Can this compound be used as a directing group in transition-metal-catalysed C–H activation reactions?

Sulfonamide groups are established directing groups in palladium- and rhodium-catalysed C–H functionalisation chemistry, where they coordinate to the metal centre and direct regioselective bond formation. N,N-Diethyl 2-aminobenzenesulfonamide may serve as either a substrate or a directing-group-bearing building block in such reactions, but specific reaction conditions and compatibility should be verified in the primary literature before use.

How do I request a bulk quote or custom pack size for SKU N185348?

For bulk orders or custom quantities of N,N-Diethyl 2-aminobenzenesulfonamide (N185348), please contact the Aladdin Scientific sales team through the official website contact form or customer service email. Provide your required quantity, purity specification, and delivery timeline so the team can prepare a tailored quotation.

References

1. General reference: Smith, M. B. March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 8th ed. Wiley, 2020. (For sulfonamide chemistry context.)
2. General reference: Daugulis, O.; Do, H.-Q.; Shabashov, D. Palladium- and copper-catalyzed arylation of carbon–hydrogen bonds. Accounts of Chemical Research 2009, 42, 1074–1086. (For sulfonamide directing group context in C–H activation.) doi:10.1021/ar8002938

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