24068-29-9

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-Nitrophenyl)pyridin-2-amine is used as a building block for the synthesis of various drugs and biologically active molecules. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
N-(4-Nitrophenyl)pyridin-2-amine is used as a reagent in organic synthesis, enabling the creation of a wide range of chemical compounds for various purposes.
Used as a Dye Precursor:
N-(4-Nitrophenyl)pyridin-2-amine can be used as a dye precursor, contributing to the production of dyes for different industries.
Used in Medicinal Chemistry:
N-(4-Nitrophenyl)pyridin-2-amine has potential applications in medicinal chemistry, such as in the development of new drugs for various therapeutic purposes, due to its versatile chemical structure and reactivity.

Upstream product

• 109-04-6 2-bromo-pyridine 
• 100-01-6 4-nitro-aniline 
• 504-29-0 2-aminopyridine 
• 100-25-4 para-dinitrobenzene 
• 5029-67-4 2-iodopyridine 
• 134391-76-7 3-(trimethylsilyl)pyridin-2-yl trifluoromethanesulfonate 
• 5255-67-4 ethyl 2-pyridinylcarbamate 
• 586-78-7 para-nitrophenyl bromide 
• 26760-22-5 methyl p-nitrobenzenesulphinate 
• 100-32-3 di(p-nitrophenyl) disulfide 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 863221-45-8 N-pyrid-2-ylbenzene-1,4-diamine dihydrochloride 
• 1352932-16-1 3-nitro-9-(pyridin-2-yl)-9H-carbazole 
• 1384385-23-2 C₂₃H₂₄N₄OS*ClH 
• 1416353-61-1 3-nitro-1-phenyl-9-(pyridin-2-yl)-9H-carbazole 

Relevant academic research and scientific papers

Diarylamine Synthesis via Desulfinylative Smiles Rearrangement

Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherw

C-H cycloamination of N-aryl-2-aminopyridines and N-arylamidines catalyzed by an in situ generated hypervalent iodine(iii) reagent

A metal-free synthesis of diversified pyrido[1,2-a]benzimidazoles and 1H-benzo[d]imidazoles from N-aryl-2-aminopyridines and N-arylamidines has been developed. The C-H cycloamination reaction was catalyzed by hypervalent iodine(iii) species generated in situ from iodobenzene (catalytic) and peracetic acid (stoichiometric). The reaction proceeded smoothly at ambient temperature to provide the corresponding N-heterocycles in good to excellent yields.

Solvent- and ligand-free palladium-catalyzed amination of aryl halides

An environmentally friendly and economically favorable approach to the formation of C-N bonds is presented. The methodology is particularly interesting in that the reaction is realized under both solvent- and ligand-free conditions and involves the use of

Direct ortho arylation of 9-(pyridin-2-yl)-9 h-carbazoles bearing a removable directing group via palladium(II)-catalyzed C-H bond activation

A one-pot synthesis of ortho-arylated 9-(pyridin-2-yl)-9H-carbazoles via C-H bond activation is presented. Silver nitrate and tert-butyl alcohol were found to be the best oxidant and solvent for the process, respectively. The product yields are from modest to excellent, and the reaction showed sufficient functional group tolerance. p-Benzoquinone served as an important ligand for the transmetalation and reductive elimination steps in the catalytic process. The key intermediate of the reaction, a 9-(pyridin-2-yl)-9H-carbazole palladacycle, was isolated, and its structure was unequivocally confirmed by X-ray crystallography. No kinetic isotope effect (kH/kD = 1.00 ± 0.17) for the C-H bond activation step was observed. In addition, a Hammett experiment gave a negative ρ value,-2.16 ± 0.02. The directing group, pyridinyl, was demonstrated to be a removable functional group. Finally, a rational catalytic mechanism is presented on the basis of all experimental evidence.

Optimised conditions for styrene syntheses using Suzuki-Miyaura couplings and catalyst-ligand-base pre-mixes

Optimised conditions are reported for Suzuki-Miyaura couplings between N-tosyl-2-bromo-benzylamines and -phenethylamines with vinylboronic acids, using pre-mixes of catalyst, ligand and base, leading to the corresponding 2-tosylaminomethyl- and 2-tosylami

An acid-catalysed hydroamination approach to isoindolines

Acid-catalysed intramolecular hydroaminations of 2-alkenylarylethylamine derivatives lead smoothly to isoindolines via benzylic carbenium ion generation. Georg Thieme Verlag Stuttgart · New York.

Nucleophilic addition to 2,3-pyridyne and synthesis of benzonaphthyridinones

A study of the nucleophilic addition of amines to 2,3-pyridyne has been carried out. 2-Aminopyridines have been generated exclusively. A series of benzonaphthyridinones have been synthesized by reacting 2,3-pyridyne and o-aminobenzoates.

Palladium(II)-Catalyzed One-Pot Syntheses of 9-(Pyridin-2-yl)-9H-carbazoles through a Tandem C-H Activation/C-X (X=C or N) Formation Process

A new one-pot synthesis of 9-(pyridin-2-yl)-9H-carbazoles through the simultaneous C-H activation and palladium(II)-catalyzed cross-coupling of N-phenylpyridin-2-amines with potassium aryltrifluoroborates is presented. Silver acetate and 1,4-dioxane proved to be the best oxidant and solvent, respectively. The product yields fluctuated from modest to excellent and the reaction showed sufficient functional group tolerance. p-Benzoquinone served as an important ligand for the transmetalation and reductive elimination steps in the catalytic process. The kinetic isotope effects (kH/kD) for the first and second C-H activation/C-C or C-N formation steps were measured as 2.14 and 1.18, respectively. Finally, a rational catalytic mechanism is presented based on all experimental evidence. Thrown together to perform: A variety of N-pyridylcarbazoles were synthesized through concurrent C-H activation/coupling of N-phenylpyridin-2-amines with potassium aryltrifluoroborates (see scheme; BQ=p-benzoquinone). The catalytic mechanism was elucidated by the examination of X-ray crystal structures of PdII intermediates and key products, as well as control experiments and kinetic isotope effect studies. Copyright

N-heteroaryl secondary para-phenylenediamine, a dye composition comprising such a para-phenylenediamine, a process for preparing this composition and use thereof

The present disclosure relates to a novel family of N-heteroaryl secondary para-phenylenediamines, to their preparation, to their use for dyeing the hair and to a dye composition for dyeing keratin fibers, for example, human keratin fibers such as the hai

ANTIFUNGAL AGENTS

Compounds of formula (I), and pharmaceutically acceptable salts thereof, may be used in therapy, for example as antifungal agents: (I) wherein: Rl, R2, R3, R4, R5, R6, R7, X and X1 are as defined herein. Certain compounds of formula (I) are also provided. Compounds of formula (T), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.