4329-73-1

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(4-nitrobenzyl)pyridinium is used as a precursor for the synthesis of various pharmaceuticals and organic compounds. The presence of the nitro group in the benzyl ring provides specific chemical and physical properties to the compound, which can be exploited for the development of new drugs and therapeutic agents.
Used in Chemical Industry:
In the chemical industry, 1-(4-nitrobenzyl)pyridinium is utilized as a building block for the synthesis of cationic organic compounds. The pyridinium group adds a positive charge to the molecule, making it suitable for creating compounds with specific reactivity and properties that can be applied in various chemical processes and applications.
Used in Organic Chemistry:
1-(4-nitrobenzyl)pyridinium serves as a valuable intermediate in organic chemistry due to its unique structure and reactivity. The nitro group can be used as a reactive site for further functionalization, allowing for the creation of a wide range of organic compounds with diverse applications.
Overall, 1-(4-nitrobenzyl)pyridinium is a versatile compound with diverse applications in the chemical and pharmaceutical industries, thanks to its unique structure and reactivity.

Upstream product

• 110-86-1 pyridine 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 769-42-6 1,3-dimethylbarbituric acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 100-52-7 benzaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 104-87-0 4-methyl-benzaldehyde 
• 2033-24-1 cycl-isopropylidene malonate 
• 620-23-5 m-tolyl aldehyde 
• 122-03-2 (4-isopropylbenzaldehyde) 
• 4748-78-1 4-ethylbenzylaldehyde 
• 39515-51-0 3-Phenoxybenzaldehyde 
• 587-04-2 m-Chlorobenzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 729-13-5 2-(4-nitrophenyl)benzimidazole 
• 80561-30-4 1-(4-nitro-stilben-α-yl)-pyridinium; bromide 
• 14615-87-3 1-(2'-hydroxy-4-nitro-stilben-α-yl)-pyridinium; bromide 
• 62-23-7 4-nitro-benzoic acid 
• 73916-33-3 2-furan-2-yl-1-(5-nitro-furan-2-yl)-3-(4-nitro-phenyl)-indolizine 
• 88089-41-2 (3aS,4S,9aR,9bR)-4-(4-Nitro-phenyl)-2-p-tolyl-3a,4,9a,9b-tetrahydro-pyrrolo[3,4-a]indolizine-1,3-dione 
• 17281-84-4 dimethyl 3-(4-nitrophenyl)indolizine-1,2-dicarboxylate 
• 39055-88-4 (4-nitrophenyl)(pyridin-4-yl)methanone 

Relevant academic research and scientific papers

Application of primary halogenated hydrocarbons for the synthesis of 3-Aryl and 3-Alkyl indolizines

Indolizine is an important heterocyclic compound with several interesting properties that make it suitable for numerous applications in many fields, such as biology, medicine and materials. However, the synthesis of 3-Alkyl indolizines from bulky primary halogenated alkanes has not yet been reported. Herein, a transition-metal-free synthetic route to 3-Aryl and 3-Alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons has been reported for the first time using a tandem reaction. The key step of this method is the oxidative dehydrogenative aromatization of a tetrahydroindolizine intermediate with 2,2,6,6-Tetramethylpiperidine-N-oxyl (TEMPO) as the oxidant. The advantages of this protocol are its use of easily available and low-cost starting materials, the transition-metal-free conditions and its ready scalability.

Transition-Metal-Free Synthesis of Indolizines from Electron-Deficient Alkenes via One-Pot Reaction Using TEMPO as an Oxidant

A one-pot method for the synthesis of multisubstituted indolizines from α-halo carbonyl compounds, pyridines, and electron-deficient alkenes is reported. The oxidative dehydrogenation reaction takes place under transition-metal-free conditions using TEMPO as an oxidant. This protocol uses ready available starting materials in a convenient procedure under mild reaction conditions.

One-pot synthesis of indolizine via 1,3-dipolar cycloaddition using a sub-equivalent amount of K2Cr2O7 as an efficient oxidant under base free conditions

A one-pot method for synthesizing multi-substituted indolizines from α-halo-carbonyl compounds, pyridines and electron deficient alkenes was developed. A sub-equivalent amount of potassium dichromate was used as an oxidant under base free conditions. The transformation developed should be of economic efficiency.

Synthesis and characterization of a substituted indolizine and investigation of its photoluminescence quenching via electrondeficient nitroaromatics

Synthesis, characterization and the direct use of dimethyl 3-(4-aminophenyl)indolizine-1,2-dicarboxylate (1) as a photochemical sensor for the solution phase detection of nitroaromatics are presented. Fluorescent quenching experiments depict that nitroaro

Molecular diversity of cycloaddition reactions of the functionalized pyridinium salts with 3-phenacylideneoxindoles

The cycloaddition reactions of a series of functionalized pyridinium salts, which were generated from reaction of pyridine with active alkyl halides such as p-nitrobenzyl bromide, N,N-diethyl chloroacetamide and phenacyl bromides with 3-phenacylideneoxindoles in the presence of triethylamine showed very interesting molecular diversities. A series of the functionalized spiro[cyclopropane-1,3′-indolines], and 3-furan-3(2H)-ylidene)indolin-2- ones were successfully prepared depending upon the structures of the pyridinium salts and reaction conditions. The regioselectivity and stereoselectivity of the reactions as well as reaction mechanisms were briefly discussed.

'One-pot' Hammett plots: A general method for the rapid acquisition of relative rate data

A general 'one-pot' method for determining relative rates of reaction in complex mixtures has been established using free energy relationships to demonstrate its utility. Competition experiments involving as many as seven species gave relative rate consta

Non-thermal internal energy distribution of ions observed in an electrospray source interfaced with a sector mass spectrometer

The internal energy distribution P(Eint) of ions emitted in an electrospray (ESI) source interfaced with a sector mass spectrometer is evaluated by using the experimental survival yield (SY) method including the kinetic shift. This method is ba

Synthesis of zwitterionic salts of pyridinium-meldrum acid and barbiturate through unique four-component reactions

An efficient synthetic procedure for the preparation of the unusual charge-separated pyridinium-Meldrum acid and N,N-dimethylbarbiturate acid zwitterionic salts was developed though a unique one-pot fourcomponent reaction involving pyridine, aromatic aldehyde, Meldrum acid or N,N-dimethylbarbituric acid, and p-nitrobenzyl bromide in acetonitrile. By varying combinations of four components involving nitrogencontaining heterocycles, we conveniently established reactiveα-halomethylene compounds, aldehydes and β-dicarbonyl compounds a library of zwitterionic salts.

A one-pot domino reaction for the synthesis of 3-arylindolizines from pyridines, benzyl halides, and dihalide-substituted electron-deficient alkenes

3-Arylindolizines were prepared by one-pot domino reactions from benzyl halides with pyridine (or isoquinoline) and cyclic or acyclic dihalide-substituted electron-deficient alkenes in the presence of potassium carbonate via in situ generated N-ylide intermediate. Both electron-donating and electron-withdrawing groups are tolerated in the aryl ring of benzyl halides. The yields range from moderate to high. Georg Thieme Verlag Stuttgart - New York.

Solvent reorganisation as the driving force for rate changes of Menschutkin reactions in an ionic liquid

The effect on the rate of reaction of each of a series of Menschutkin processes on changing from a molecular solvent to an ionic liquid was investigated. In each case, the rate acceleration observed at room temperature could be attributed to the change in