6149-34-4

Usage

Uses

Used in Chemical Industry:
1,4-Benzenediamine,N1-(4-nitrophenyl)is used as a chemical intermediate for the production of dyes, pigments, and photographic chemicals. Its unique chemical structure allows it to be a key component in the synthesis of these products.
Used in Pharmaceutical Industry:
1,4-Benzenediamine,N1-(4-nitrophenyl)is used as a building block for the synthesis of various pharmaceutical compounds. Its reactivity and functional groups make it a valuable component in the development of new drugs.
Used in Research and Development:
1,4-Benzenediamine,N1-(4-nitrophenyl)is used as a research compound in various scientific studies. Its unique properties and reactivity make it an interesting subject for research in the fields of chemistry, materials science, and pharmaceuticals.

InChI:InChI=1/C12H11N3O2/c13-9-1-3-10(4-2-9)14-11-5-7-12(8-6-11)15(16)17/h1-8,14H,13H2

Upstream product

• 350-46-9 4-Fluoronitrobenzene 
• 106-50-3 1,4-phenylenediamine 
• 586-78-7 para-nitrophenyl bromide 
• 7664-93-9 sulfuric acid 
• 91-29-2 4-amino-4'-nitrodiphenylamine-2'-sulfonic acid 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 60516-11-2 4-Acetamido-4'-nitrodiphenylamine 
• 13024-52-7 N-methyl-N-(4-nitro-phenyl)-p-phenylenediamine 
• 62967-27-5 4-Nitro-4-isocyanatodiphenylamine 
• 537-65-5 4,4'-diaminodiphenylamine 
• 2420-88-4 4,4′-diaminodiphenylmethylamine 

Relevant academic research and scientific papers

DERIVATIVES OF PPD USEFUL FOR COLORING HAIR AND SKIN

The is provided a compound of formula I or II or physiologically acceptable salts or solvates, or oxidised derivatives thereof: where R1 to R3, R13 and R14 are as defined herein. Also disclosed herein are methods of dyeing hair or (temporarily) tattooing the skin using the compounds of formula I or II (or physiologically acceptable salts or solvates, or oxidised derivatives thereof) in a suitable composition.

Facile synthesis of oligo anilines as permanent hair dyes: How chemical modifications impart colour and avoid toxicity

Many dyes for long-lasting hair coloring contain aromatic amines that undergo oxidative polymerizations, resulting in allergic contact dermatitis, with the potential to develop serious toxic effects. Among these amines, para-phenylenediamine (PPD) is a small molecule form of aniline commonly used in beauty products despite being a known allergen to humans. Hence, in this study we designed and synthesized safer PPD analogues through the synthesis of oligomeric PPD and the introduction of bulky side chains on PPD to overcome the PPD dye's toxicity. We hypothesized that (a) an increase in the molecular size of PPD by addition of the PPD monomer unit on free amines and (b) strategic functionalizations at the ortho position of PPD with strong electron-donating bulky groups are able to maintain the hair coloring properties, and increase the resistance to binding to skin proteins and therefore decrease the chance of skin sensitization. 13 oligomers were synthesized, with the aim to produce safer hair dyes while minimising eventual toxicity to humans. In particular, oligomers with bulky sidechains, PPD 6 (13), PPD 7 (14) and PPD 8 (15), displayed weak-to-moderate (27.1%, 24.1% and 34.0%) sensitization potential. The results confirmed the importance of having bulky and strong electron donating O-alkyl substituents in order to decrease the reactivity of PPD analogues towards skin proteins, thus preventing the interaction with immune cells and providing safer hair dyes.

Synthesis method of 4,4'-diamino diphenylamine

The invention discloses a synthesis method of 4,4'-diamino diphenylamine. The synthesis method comprises the following operation steps that phenylenediamine and nitrophenylcarbimide are used as reactants; under certain reaction conditions, one amidogen on a benzene ring substitutes chlorine on the nitrophenylcarbimide under the effect of alkali to obtain a preliminary product of 4-nitro-4'-aminodiphenylamine; then, nitryl of 4-nitro-4'-aminodiphenylamine is subjected to hydrogenation reduction under the effect of catalysts to obtain a final product of 4,4'-diamino diphenylamine. When the scheme is adopted, the purchasing and the transportation of raw materials are very convenient; the product yield is high; the cost is low; the operation is simple; the environment pollution is little, so that the synthesis method has good industrial development prospects.

Povarov Reaction of Cycloiminium Formed in Situ via Hydroamination Cycloisomerization of Homopropargylic Amines with Electron-Rich Olefins

A new, one-pot cascade reaction of homopropargylic amines with electron-rich olefins is developed in the presence of Cu(OTf)2 and affords a series of octahydrofuro[3,2-c]pyrrolo[1,2-a]quinoline derivatives in yields of 38-80%. This reaction pro

Design, synthesis and antitumor activity of novel cis-furoquinoline derivatives

A series of novel cis-furoquinoline derivatives was synthesized and tested for their antitumor activities in vitro against HepG2 cells, Lu-04 cells and Leu02 cells to evaluate structure-activity relationships. Assay-based antiproliferative activity study revealed that several compounds had significant effects on cytotoxicity, among which compounds 2f, 2l, 2q were found to be the most active compounds. Above all, compounds 2f, 2l, 2q would be potential anticancer agents which deserved further research.

Linear 1,4-coupled oligoanilines of defined length: Preparation and spectroscopic properties

A facile synthetic method involving SNAr coupling of 4-fluoronitrobenzene to arylamines, followed by reduction of the nitro groups, has been developed. The method allows the preparation of symmetric (NH 2/ NH2 end-capped) and asymmetric (Ph/NH2 end-capped) oligoanilines of even or odd chain lengths. The preparation of the NH2/NH2 end-capped trimer to octamer and Ph/NH2 end-capped trimer to pentamer is described. The effect of the chain length on the spectroscopic properties of the oxidized oligomers has been investigated by UV-Vis-NIR spectroscopy.