3665-80-3

Usage

Uses

1. Propellant Industry:
N-Ethyl-4-Nitroaniline is used as a propellant stabilizer for enhancing the performance and safety of propellants in the propellant industry. Its stabilizing properties help to prevent the decomposition of propellants under various conditions, ensuring a controlled and efficient release of energy.
2. Chemical Synthesis:
N-Ethyl-4-Nitroaniline serves as a building block in the synthesis of various chemical compounds. Its unique structure allows it to be a valuable component in the creation of new molecules with specific properties and applications in different fields, such as pharmaceuticals, dyes, and materials science.

Air & Water Reactions

N-ETHYL-4-NITROANILINE is sensitive to prolonged exposure to air.

Reactivity Profile

N-ETHYL-4-NITROANILINE is basic. Reacts exothermically with acids to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Reaction with strong reducing agents, such as hydrides may generate flammable gaseous hydrogen.

Fire Hazard

Flash point data for N-ETHYL-4-NITROANILINE are not available. N-ETHYL-4-NITROANILINE is probably combustible.

InChI:InChI=1/C8H10N2O2/c1-2-9-7-3-5-8(6-4-7)10(11)12/h3-6,9H,2H2,1H3

Upstream product

• 3846-49-9 1,3-diethyl-1,3-bis(4-nitrophenyl)urea 
• 1826-56-8 N-ethyl-N-(4-nitrophenyl)acetamide 
• 4323-62-0 ethyl-(4-nitro-phenyl)-carbamic acid ethyl ester 
• 75-04-7 ethylamine 
• 100-00-5 4-chlorobenzonitrile 
• 350-46-9 4-Fluoronitrobenzene 
• 74-96-4 ethyl bromide 
• 100-01-6 4-nitro-aniline 
• 75-07-0 acetaldehyde 
• 21614-54-0 4-(ethylamino)-1,2,4-triazole 
• 98-95-3 nitrobenzene 
• 80039-45-8 N-ethyl-4-nitrotrifluoroacetanilide 
• 68906-00-3 2-phenyl-5-nitropyrimidine 
• 67-64-1 acetone 

Downstream Products

• 34208-12-3 ethyl-(4-nitro-phenyl)-carbamoyl chloride 
• 49645-17-2 N-Ethyl-N,N'-diformyl-p-phenylendiamin 
• 857609-86-0 N,N'-diethyl-N,N'-bis-(4-nitro-phenyl)-adipamide 
• 98545-76-7 N-ethyl-2,6-dibromo-4-nitro-aniline 
• 51635-91-7 cis-4-amino-1-ethylamino-cyclohexane 
• 108485-08-1 N-ethyl-2-bromo-4-nitro-aniline 
• 76335-24-5 chloro-acetic acid-(N-ethyl-4-nitro-anilide) 
• 88-06-2 2,4,6-Trichlorophenol 
• 24954-63-0 2,2,2-Trifluoro-N-(2-(4-nitrophenyl)ethyl)acetamide 
• 1826-56-8 N-ethyl-N-(4-nitrophenyl)acetamide 
• 885057-40-9 tert-butyl ethyl(4-nitrophenyl)carbamate 

Relevant academic research and scientific papers

Direct N-Alkylation/Fluoroalkylation of Amines Using Carboxylic Acids via Transition-Metal-Free Catalysis

A scalable protocol of direct N-mono/di-alkyl/fluoroalkylation of primary/secondary amines has been constructed with various carboxylic acids as coupling agents under the catalysis of a simple air-tolerant inorganic salt, K3PO4. Advantageous features include 100 examples, 10 drugs and drug-like amines, fluorinated complex tertiary amines, gram-scale synthesis and isotope-labelling amine, thus demonstrating the potential applicability in industry of this methodology. The involvement of relatively less reactive silicon-hydride compared with the traditional reactive metal-hydride or boron-hydride species required to reduce the amide intermediates presumably contributes to the remarkable functional group compatibility. (Figure presented.).

Design of BNPs-TAPC Palladium Complex as a Reusable Heterogeneous Nanocatalyst for the O-Arylation of Phenols and N-Arylation of Amines

The thermally stable new heterogenous nanocatalyst BNPs@SiO2(CH2)3-TAPC-O-CH2CH2NH2-Pd(0) was synthesized, characterized and successfully applied in carbon-heteroatom (C–O and C–N) coupling reactions of aryl halides with phenols and amines. The formation of resultant nanocatalyst was approved by FT-IR, XRD, TGA, XPS and EDX techniques. The morphology of BNPs@SiO2(CH2)3-TAPC-O-CH2CH2NH2-Pd(0) was characterized using scanning and transmission electron microscopes. The leaching of palladium from the surface of the catalyst was studid by ICP-OES technique. Noteworthy, the highly active BNPs@SiO2(CH2)3-TAPC-O-CH2CH2NH2-Pd(0) can be easily recycled and reused for six times with negligible loss in its activity. Some remarkable advantages of this method are the shorter reaction times, milder conditions, no needs for an inert atmosphere, high yields and easy separation. Graphical Abstract: [Figure not available: see fulltext.].

Alkylation of Aromatic Amines with Trialkyl Amines Catalyzed by a Defined Iridium Complex with a 2-Hydroxypyridylmethylene Fragment

Six Cp?Ir complexes containing NN-bitentate chelate ligands [Cp?IrCl(C5H4CH2C5H3OH)][Cl] (1), [Cp?IrCl(C5H4CH2C5H3O)] (2), [Cp?IrCl(C5H4C5H3OH)] [Cl] (3), [Cp?IrCl(C5H4CH2C5H4)][Cl] (4), [Cp?IrCl(CH3OC5H3CH2C5H3OCH3)][Cl] (5), and [Cp?IrCl(CH3OC5H3CH2C5H3OH)][Cl] (6) were synthesized and characterized. Complex 1 could be transformed to 2 when reacted with NaOtBu or NEt3 via -OH deprotonation. These six complexes were tested as catalysts for mono-N-alkylation of amines with trialkyl amines, and complex 1 exhibited highest activity. The coupling reactions proceed under air condition, with 1 mol % catalyst loading without extra base in methanol at 120 °C and can be further accelerated by adding NR3·HCl.

Amination of Aromatic Halides and Exploration of the Reactivity Sequence of Aromatic Halides

A base-promoted amination of aromatic halides has been developed using a limited amount of dimethylformamide (DMF) or amine as an amino source. Various aryl halides, including F, Cl, Br, and I, have been successfully aminated in good to excellent yields. Although the amination of aromatic halides with amines or DMF is usually considered as an aromatic nucleophilic substitution (SNAr) process, and the reactivity of an aromatic halide is F > Cl > Br > I, the reactivity of aromatic halides in this system was found to be I > Br a‰ F > Cl. This protocol also showed a good regioselectivity for multihalogenated aromatics. This protocol is valuable for industrial application due to the simplicity of operation, the unrestricted availability of amino sources and aromatic halides, transition metal-free conditions, no requirement for solvent, and scalability.

5-SULFAMOYL-2-HYDROXYBENZAMIDE DERIVATIVES

The invention is directed to substituted salicylamide derivatives. Specifically, the invention is directed to compounds according to Formula (I): wherein R, R1 and R2 are as defined herein, or a pharmaceutically acceptable salt thereof. The compounds of the invention are inhibitors of CD73 and can be useful in the treatment of cancer, pre-cancerous syndromes and diseases associated with CD73 inhibition, such as AIDS, the treatment of HIV, autoimmune diseases, infections, atherosclerosis, and ischemia–reperfusion injury. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting CD73 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Deoxygenative Hydrogenation of Amides Catalyzed by a Well-Defined Iridium Pincer Complex

The iridium-catalyzed highly chemoselective hydrogenation of amides to amines has been developed. Using a well-defined iridium catalyst bearing a P(O)C(O)P pincer ligand combined with B(C6F5)3, the C-O cleavage products are formed under mild reaction conditions. The reaction provides a new method for the preparation of amines from amides in good yield with high selectivity.

Functional ion liquid method for catalytic synthesis of amine compounds

The invention discloses a method for synthesizing an amine compound catalyzed by functionalized ionic liquid. According to the method, functionalized ionic liquid is used as a catalyst to catalyze N-alkylation of amine and alcohol to synthesize corresponding compound derivatives. Acid functionalized ionic liquid is used as the catalyst to synthesize a series of compounds of amine. The method has the following advantages: a catalytic system is a metal-free system; the usage amount of the catalyst is small, and the catalyst has high catalytic activity, good stability and low corrosivity; operation is simple, and reaction is mild; post-treatment is easy, and the catalyst can be cyclically used.

INHIBITING THE TRANSIENT RECEPTOR POTENTIAL A1 ION CHANNEL

The present invention relates to pharmaceutical compounds of the Formula (I), or a pharmaceutically acceptable salt or composition thereof, and methods of their use for the treatment of pain, respiratory conditions, as well as inhibiting the Transient Receptor Potential Al ion channel (TRPA1).

Palladium-Catalyzed Amination of N-Free 2-Chloro-7-azaindole

A simple and efficient procedure for the Pd-catalyzed amination of N-free 2-chloro-7-azaindole is described, using either primary or secondary amines. An optimized combination of Brettphos, a Brettphos precatalyst, and LiHMDS in THF led us to a novel methodology, applied to various functionalized amines to study the scope of the reaction. This is the first report of cross-coupling amination on N-free 2-chloro-7-azaindole.

METHODS FOR INHIBITING NECROPTOSIS

The present invention relates to methods for inhibiting necroptosis; screening methods for identifying compounds which inhibit necroptosis; and compounds for the inhibition of necroptosis, which may be useful in the treatment of conditions associated with deregulated necroptosis.