15009-91-3

Usage

Uses

Used in Pharmaceutical Industry:
Pyridine, 2-nitro(6CI, 7CI, 8CI, 9CI) is used as a precursor in the synthesis of various pharmaceuticals for its ability to be chemically modified and incorporated into drug molecules. Its presence in the molecular structure can contribute to the development of new medications with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, Pyridine, 2-nitro(6CI, 7CI, 8CI, 9CI) is utilized as a starting material for the production of agrochemicals, such as pesticides and herbicides. Its reactivity and functional groups make it suitable for the creation of compounds that can effectively control, repel, or kill unwanted organisms in agricultural settings.
Used in Dye Industry:
Pyridine, 2-nitro(6CI, 7CI, 8CI, 9CI) is employed as a building block in the synthesis of dyes, where its chemical structure can be manipulated to produce a wide range of colors and properties. This versatility allows for the development of dyes that can be used in various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a solvent in organic synthesis, Pyridine, 2-nitro(6CI, 7CI, 8CI, 9CI) facilitates various chemical reactions, such as nucleophilic substitutions and condensation reactions. Its ability to dissolve a wide range of organic compounds and act as a base makes it a valuable component in numerous synthetic processes.
Used in Specialty Chemicals Production:
Pyridine, 2-nitro(6CI, 7CI, 8CI, 9CI) is used as a building block in the production of specialty chemicals, where its unique chemical properties can be leveraged to create compounds with specific applications in industries such as coatings, adhesives, and materials science. Its versatility in chemical reactions allows for the development of innovative and high-performance specialty chemicals.

InChI:InChI=1/C5H4N2O2/c8-7(9)5-3-1-2-4-6-5/h1-4H

Upstream product

• 694-59-7 pyridine N-oxide 
• 504-29-0 2-aminopyridine 
• 2403-02-3 4-carboxy-2-nitropyridine N-oxide 
• 39856-50-3 5-bromo2-nitropyridine 
• 79917-37-6 2-nitrosopyridine 
• 7664-93-9 sulfuric acid 
• 7722-84-1 dihydrogen peroxide 
• 67-66-3 chloroform 
• 7719-12-2 phosphorus trichloride 
• 110-86-1 pyridine 
• 7697-37-2 nitric acid 
• 13737-05-8 2-trimethylstannylpyridine 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 42860-85-5 1,1-dimethyl-N-(pyridin-2-yl)-λ⁴-sulfanimine 

Downstream Products

• 14529-53-4 2-ethoxypyridine 
• 4109-58-4 trans-2,2'-azopyridine 
• 89463-71-8 N-[2]pyridyl-hydroxylamine 
• 88912-59-8 2-nitro-3-(phenylsulfonylmethyl)pyridine 
• 88912-60-1 2-nitro-5-(phenylsulfonylmethyl)pyridine 
• 88912-64-5 2-nitro-5-<1-(phenylsulfonyl)ethyl>pyridine 
• 142-08-5 2-hydroxypyridin 
• 504-29-0 2-aminopyridine 
• 52334-83-5 6-amino-3-methoxy-2-methylpyridine 
• 25710-20-7 5-chloro-2,3-diaminopyridine 
• 217096-29-2 3-amino-6-methyl-2-(methylthio)pyridine 
• 1403954-64-2 2-cyclohexenylpyridine N-oxide 
• 1403954-96-0 (E)-2-phenyl-6-(prop-1-enyl)pyridine N-oxide 
• 195813-55-9 2,6-bis-(2'-methoxyphenyl)pyridine 

Relevant academic research and scientific papers

Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer

A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.

Bismuth nitrate as a source of nitro radical in ipso-nitration of carboxylic acids

Aromatic nitro compounds are extensively used in synthetic chemistry. We disclose a new approach to obtain nitroarenes regioselectively starting from carboxylic acids under acid-free reaction conditions.

Organocatalytic oxidation of substituted anilines to azoxybenzenes and nitro compounds: Mechanistic studies excluding the involvement of a dioxirane intermediate

An organocatalytic and environmentally friendly approach for the selective oxidation of substituted anilines was developed. Utilizing a 2,2,2-trifluoroacetophenone-mediated oxidation process, substituted anilines can be transformed into azoxybenzenes, while a simple treatment with MeCN and H2O2 leads to the corresponding nitro compounds, providing user-friendly protocols that can be easily scaled up. Various substitution patterns and functional groups were tolerated leading to products in high to excellent yields. Mechanistic studies utilizing HRMS provide clear evidence for the distinct mechanistic intermediates that are involved. This study constitutes an indirect proof excluding the involvement of a dioxirane intermediate in the green organocatalytic oxidation, utilizing 2,2,2-trifluoroacetophenone as the catalyst.

Copper catalyzed ipso-nitration of iodoarenes, bromoarenes and heterocyclic haloarenes under ligand-free conditions

A catalytic protocol for the conversion of haloarenes into the corresponding nitroarenes is presented using copper salts under ligand-free conditions. The method was effectively utilized for the ipso-nitration of a broad variety of haloarenes that includes iodoarenes, bromoarenes, and heterocyclic haloarenes.

Substitution of the nitro group with Grignard reagents: Facile arylation and alkenylation of pyridine N-oxides

The unprecedented substitution of a nitro group with aryl or alkenyl groups of Grignard reagents affords 2-aryl or alkenylpyridine N-oxides in modest to high yields with high chemoselectivity. This protocol allows a simple and clean synthesis of various 2

Microwave-accelerated fluorodenitrations and nitrodehalogenations: expeditious routes to labeled PET ligands and fluoropharmaceuticals

Methods for the expeditious fluorination of arenes have been investigated, using readily available fluoride sources. An optimized procedure for microwave-accelerated fluorodenitration has been developed, giving good to excellent yields in less than 10 min, rendering it practical for use in the preparation of F18 labeled ligands for PET imaging. Application of the method in the synthesis of CNS agents is demonstrated, and a practical method for the preparation of substrates is also presented.

A convenient method for the oxidation of aromatic amines to nitro compounds using tetra-n-alkylammonium bromates

Tetra-n-propyl and tetra-n-butylammonium bromates were used for the oxidation of a variety of aromatic amines to nitro compounds. Reaction condition and recovery simple and yield of products high.

Bicyclic heteroaryl compounds as inhibitors of the interaction between the integrin alpha4beta1 receptor and vcam-1 and/or fibronectin

A compound of formual (I) or pharmaceutically acceptable salts or derivatives thereof; wherein variables are as defined in the specification. The compounds are useful in the treatment of disease mediated by the interaction between VCAM-1 and/or fibronectin and the integrin receptor α4β1. Pharmaceutical compositions and methods of use or treatment are also described and claimed.

Nitration of heteroaryltrimethyltins by tetranitromethane and dinitrogen tetroxide: Mechanistic aspects, scope and limitations

The nitration of 2-(trimethylstannyl)heteroarenes by tetranitromethane (TNM) or dinitrogen tetroxide has been shown to be possible when the HOMO energy of the heteroaryltin is high enough to allow the formation of the corresponding radical cation. The reaction proceeds through a charge-transfer complex between heteroaryltin and TNM, followed by a single-electron transfer, which is enhanced under sun-lamp irradiation. Accordingly, 2-nitrobenzo[b]furan, 2-nitrobenzo[b]thiophene, 2-nitropyridine and 2-nitroindoles were obtained by this method. However, the nitration of 2-stannylated pyrimidine or of stannylated 1,3,5-triazines has been shown to be impossible, due to the low energy of their HOMO orbitals. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

2-, 3- and 4-[18F]fluoropyridine by no-carrier-added nucleophilic aromatic substitution with K[18F]F-K222 - A comparative study

Compared to homoaromatic and aliphatic nucleophilic radiofluorinations, only few references can be found in the literature describing nucleophilic substitutions with [18F]fluoride ion of heteroaromatic compounds such as pyridines and only reactions involving fluorination processes at the ortho-position (2-position) have been more intensively studied. In the present paper, the scope of the nucleophilic aromatic fluorinations at the meta- and paraposition of the pyridine ring with no-carrier-added [18F] fluoride ion as its activated K [18F]F-K222 complex has been evaluated and compared to the nucleophilic aromatic fluorinations at the ortho-position in this pyridine series. The syntheses of 3- and 4- [ 18F]fluoropyridines were chosen as model reactions and compared to the radiosynthesis of 2-[18F]fluoropyridine. The parameters studied include the influence of the position of the leaving group at the pyridine ring, as well as the quantity of the precursor used, the type of activation (conventional heating, microwave irradiation), the solvent, the temperature and the reaction time. Using the corresponding nitro precursor, high yields were obtained at the 2-position (94% yield) using microwaves (100 W) for 2 min in DMSO. Good yields (up to 72%) were observed at the 4-position using the same conditions while practically no reaction was observed at the 3-position. About 60% yield was also obtained at both the 2- and 4-position using the corresponding nitro precursor at 145°C for 10 min in DMSO. Copyright