2216-17-3

Usage

Uses

Used in Textile Industry:
N,N-Diethyl-O-nitroaniline is used as an intermediate in the synthesis of azo dyes for the textile industry, contributing to the creation of vibrant and long-lasting colors in fabrics.
Used in Plastics Industry:
In the plastics industry, N,N-Diethyl-O-nitroaniline is employed as a component in dye production, enhancing the coloration of plastic materials for various applications.
Used in Printing Industry:
N,N-Diethyl-O-nitroaniline is used as a precursor in the manufacturing of azo dyes for the printing industry, ensuring the production of high-quality and durable printed materials.
It is crucial to handle N,N-Diethyl-O-nitroaniline with care due to its potential toxicity if ingested or inhaled, as well as its capacity to cause skin and eye irritation upon contact. Adequate safety measures should be implemented during its use to minimize any health risks.

InChI:InChI=1/C10H14N2O2/c1-3-11(4-2)9-7-5-6-8-10(9)12(13)14/h5-8H,3-4H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 88-73-3 2-Chloronitrobenzene 
• 109-89-7 diethylamine 
• 91-66-7 N,N-diethylaniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 

Downstream Products

• 64918-60-1 N-nitroso N-ethyl-N-(2-nitroaniline) 
• 19056-34-9 N¹,N¹-diethylbenzene-1,2-diamine 
• 100224-78-0 acetic acid-(2-diethylamino-anilide) 
• 100224-81-5 toluene-4-sulfonic acid-(2-diethylamino-anilide) 
• 5805-76-5 1-ethyl-2-methyl-1H-benzo[d]imidazole 
• 1313574-50-3 7-nitro-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene 

Relevant academic research and scientific papers

Optimisation of 2-(N-phenyl carboxamide) triazolopyrimidine antimalarials with moderate to slow acting erythrocytic stage activity

Malaria is a devastating parasitic disease caused by parasites from the genus Plasmodium. Therapeutic resistance has been reported against all clinically available antimalarials, threatening our ability to control the disease and therefore there is an ongoing need for the development of novel antimalarials. Towards this goal, we identified the 2-(N-phenyl carboxamide) triazolopyrimidine class from a high throughput screen of the Janssen Jumpstarter library against the asexual stages of the P. falciparum parasite. Here we describe the structure activity relationship of the identified class and the optimisation of asexual stage activity while maintaining selectivity against the human HepG2 cell line. The most potent analogues from this study were shown to exhibit equipotent activity against P. falciparum multidrug resistant strains and P. knowlesi asexual parasites. Asexual stage phenotyping studies determined the triazolopyrimidine class arrests parasites at the trophozoite stage, but it is likely these parasites are still metabolically active until the second asexual cycle, and thus have a moderate to slow onset of action. Non-NADPH dependent degradation of the central carboxamide and low aqueous solubility was observed in in vitro ADME profiling. A significant challenge remains to correct these liabilities for further advancement of the 2-(N-phenyl carboxamide) triazolopyrimidine scaffold as a potential moderate to slow acting partner in a curative or prophylactic antimalarial treatment.

Tert-amino effect-promoted rearrangement of aryl isothiocyanate: A versatile approach to benzimidazothiazepines and benzimidazothioethers

A general and practical approach to benzimidazothiazepine and benzimidazothioether derivatives via an intramolecular nucleophilic addition/ring expansion rearrangement of aryl isothiocyanates promoted by the tert-amino effect has been developed. This reaction is catalyzed by low-cost camphorsulfonic acid and tolerates a broad substrate scope with complete atom economy. Structurally intriguing benzimidazothiazepine and benzimidazothioether products could be easily obtained by a simple operation in good to excellent yield (up to 98%).

Zinc Chloride Complexes with Aliphatic and Aromatic Guanidine Hybrid Ligands and Their Activity in the Ring-Opening Polymerisation of d,l-Lactide

The synthesis of the new hybrid guanidine ligands DMEGdmap, DMEGdeae, TMGdmab, DMEGdmab, TMGdeab and DMEGdeab is reported. These ligands were combined with zinc chloride, and the six obtained new complexes were structurally characterised by X-ray crystall

Synthesis, antifungal activity and structure-activity relationships of novel 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid amides

A series of novel 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid amides were synthesized and their activities were tested against seven phytopathogenic fungi by an in vitro mycelia growth inhibition assay. Most of them displayed moderate to excellent activities. Among them N-(2-(5-bromo-1H-indazol-1-yl)phenyl)-3-(difluoro-methyl)-1-methyl-1H-pyrazole-4-carboxamide (9m) exhibited higher antifungal activity against the seven phytopathogenic fungi than boscalid. Topomer CoMFA was employed to develop a three-dimensional quantitative structure-activity relationship model for the compounds. In molecular docking, the carbonyl oxygen atom of 9m could form hydrogen bonds towards the hydroxyl of TYR58 and TRP173 on SDH.

Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling

Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.

Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling

Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.

Synthesis of dictyomedins using phosphazene base catalyzed diaryl ether formation

Dictyomedins isolated from dictyostelium cellular slime molds were synthesized by using diaryl ether derivatives as key intermediates for the cyclization to dibenzofuran followed by palladium catalyzed intramolecular biaryl formation.

Ce(SO4)2-mediated nitration of N,N-dialkylanilines with NaNO2 in water

Ce(SO4)2-mediated nitration of N,N-dialkylanilines with NaNO2 using water as the solvent has been achieved in good to excellent yields. The nitrating reaction proceeded smoothly at ambient temperature. Copyright Taylor & Francis Group, LLC.

Highly chemoselective nitration of aromatic amines using the Ph3P/Br2/AgNO3 system

The use of PPh3/Br2/AgNO3 provides a new reagent system for the novel and highly chemoselective nitration of aromatic amines under mild reaction conditions.