28491-95-4

Usage

Uses

Used in Textile Industry:
N-ETHYL 4-CHLORO-2-NITROANILINE is used as an intermediate in the manufacturing of azo dyes for the textile industry. These dyes are widely utilized to color fabrics and garments, providing a broad range of colors and shades.
Used in Leather Industry:
N-ETHYL 4-CHLORO-2-NITROANILINE is also used in the production of azo dyes for the leather industry. These dyes are used to color leather products, such as shoes, bags, and jackets, offering a variety of color options.
Used in Pharmaceutical Industry:
N-ETHYL 4-CHLORO-2-NITROANILINE is used in the production of pharmaceuticals. It serves as an intermediate in the synthesis of various drugs, contributing to the development of new medications.
Used in Agrochemical Industry:
N-ETHYL 4-CHLORO-2-NITROANILINE is used in the production of agrochemicals. It is an intermediate in the synthesis of certain pesticides and other agricultural chemicals, helping to improve crop yields and protect plants from pests.
Safety Precautions:
It is important to handle N-ETHYL 4-CHLORO-2-NITROANILINE with care, as it is classified as harmful if swallowed, in contact with skin, or if inhaled, and can cause irritation to the skin and eyes. Proper safety measures should be taken during its use and storage to minimize potential risks.

InChI:InChI=1/C8H9ClN2O2/c1-2-10-7-4-3-6(9)5-8(7)11(12)13/h3-5,10H,2H2,1H3

Upstream product

• 75-04-7 ethylamine 
• 89-61-2 2,5-dichloronitrobenzene 
• 345-18-6 2-fluoro-5-chloronitrobenzene 
• 557-66-4 ethanamine hydrochloride 
• 89-63-4 4-Chloro-2-nitroaniline 
• 106-47-8 4-chloro-aniline 
• 86309-90-2 N-(4-Chloro-2-nitrophenyl)diethylamine 
• 2873-89-4 4-chloro-N,N-diethylaniline 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 86309-91-3 (4-Chloro-2-nitrophenyl)ethylnitrosamine 
• 13519-85-2 4-chloro-N-ethyl-N-methylaniline 

Downstream Products

• 62476-15-7 4-chloro-N¹-ethylbenzene-1,2-diamine 
• 1267634-99-0 C₂₁H₂₂ClN₃O₃ 
• 22316-25-2 7-chloro-1-ethyl-5-phenyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione 
• 69015-51-6 1-ethyl-5-chloro-1H-benzimidazole 

Relevant academic research and scientific papers

A Six-Crossing Doubly Interlocked [2]Catenane with Twisted Rings, and a Molecular Granny Knot

A molecular 632 link (a six crossing, doubly interlocked, [2]catenane with twisted rings) and a 31#31 granny knot (a composite knot made up of two trefoil tangles of the same handedness) were constructed by ring-closing olefin metathesis of an iron(II)-coordinated 2×2 interwoven grid. The connections were directed by pendant phenyl groups to be between proximal ligand ends on the same faces of the grid. The 632 link was separated from the topoisomeric granny knot by recycling size-exclusion chromatography. The identity of each topoisomer was determined by tandem mass spectrometry and the structure of the 632 link confirmed by X-ray crystallography, which revealed two 82-membered macrocycles, each in figure-of-eight conformations, linked through both pairs of loops.

Indole RSK inhibitors. Part 2: Optimization of cell potency and kinase selectivity

A series of inhibitors for the 90 kDa ribosomal S6 kinase (RSK) based on an 1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide scaffold were optimized for cellular potency and kinase selectivity. This led to the identification of compound 24, BIX 02565, an attractive candidate for use in vitro and in vivo to explore the role of RSK as a target for the treatment heart failure.

Discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly

The discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly is described. Synthesis of analogs of the 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione hit established structure-activity relationships. Replacement of the enamine functionality of the hit series with either an imidazole or a pyrazole ring led to compounds that inhibited both capsid assembly and reverse transcriptase. Optimization of the bicyclic benzodiazepine scaffold to include a 3-phenyl substituent led to lead compound 48, a pure capsid assembly inhibitor with improved antiviral activity.

Oxidative coupling of N,N-Dialkylanilines using iodic acid and sodium nitrite

A new reagent system, a combination of iodic acid and sodium nitrite has been investigated for oxidative coupling of N,N-disubstituted anilines. A facile para-selective coupling occurs to give benzidines at room temperature in water as a solvent. A tentative mechanism is proposed with some supporting experiments.

Specific features of nucleophilic substitution in 1-chloro-3,4- dinitrobenzene

Effects of the solvent, temperature, and nucleophile nature on the selectivity of nucleophilic substitution in 1-chloro-3,4-dinitrobenzene were studied, and optimal conditions were found for the synthesis and isolation of particular products.

Stereoelectronic Effects in Tertiary Amine Nitrosation: Nitrosative Cleavage vs. Aryl Ring Nitration

The nitrosation (acetic acid) of N-(4-chlorophenyl)pyrrolidine gives at least 30percent N-(4-chloro-2-nitrophenyl)pyrrolidine while the corresponding aryldibenzylamine gives no nitration and only nitrosative dealkylation at nitrogen.This difference in reaction site has been probed with N-(4-chlorophenyl)diethylamine.This substance undergoes competitive ring nitration to N-(4-chloro-2-nitrophenyl)diethylamine (50percent) and nitrosative dealkylation to (4-chlorophenyl)ethylnitrosamine (50percent).The former compound nitrosates further to give (4-chloro-2-nitrophenyl)ethylnitrosamine.This substance denitrosates to give the corresponding secondary amine.The reactivity differences result from stereoelectronic factors controlling the amine nitrogen unshared pair delocalization into the aryl ring.This interpretation is supported by 13C NMR data and mechanistic arguments.

Oxidation of Aryldialkylamines with Cerium(IV) Ammonium Nitrate and Thallium(III) Nitrate

Nine alkylmethylanilines were oxidised with cerium(IV)ammonium nitrate and thallium(III) nitrate in acetic acid, acetonitrile, and methanol.Reaction products were those deriving from demethylation, dealkylation, and aromatic nitration at positions ortho and para to the amino-group.The ratio between demethylation and dealkylation and between them and aromatic nitration is discussed in terms of (i) the oxidising power and electrophilicity of the reagent and (ii) the co-ordinative properties of the solvent.

Pyrroloquinoxalines

Novel pyrroloquinoxalines of the formula STR1 wherein X and Y are individually selected from the group consisting of hydrogen, halogen, alkyl and alkoxy of 1 to 5 carbon atoms and --NO2, Z is selected from the group consisting of alkyl of 1 to 8 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, alkenyl of 2 to 6 carbon atoms and phenyl and R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, STR2 and non-toxic, pharmaceutically acceptable cations, n is an integer from 1 to 6 and R1 and R2 are individually alkyl of 1 to 5 carbon atoms and the non-toxic, pharmaceutically acceptable acid addition salts thereof having antiallergic activity and to a novel process for their preparation.