31659-42-4

Basic information

• Product Name: 4,5-dihydro-2-(3-nitrophenyl)-1H-imidazole
• Synonyms: 4,5-dihydro-2-(3-nitrophenyl)-1H-imidazole;2-(3-nitrophenyl)-4,5-dihydro-1H-imidazole
• CAS NO: 31659-42-4
• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.18666
• EINECS: 250-754-1
• Product Categories: Heterocyclic Compounds;Imidaxoles
• Mol File: 31659-42-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 156-157 °C
• Boiling Point: 334.7 °C at 760 mmHg
• Flash Point: 156.2 °C
• Appearance: /
• Density: 1.41 g/cm³
• Vapor Pressure: 0.000126mmHg at 25°C
• Refractive Index: 1.673
• PKA: 9.32±0.40(Predicted)
• CAS DataBase Reference: 4,5-dihydro-2-(3-nitrophenyl)-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dihydro-2-(3-nitrophenyl)-1H-imidazole(31659-42-4)
• EPA Substance Registry System: 4,5-dihydro-2-(3-nitrophenyl)-1H-imidazole(31659-42-4)

Safety Data

• Hazardous Substances Data: 31659-42-4(Hazardous Substances Data)

Usage

Description

4,5-Dihydro-2-(3-nitrophenyl)-1H-imidazole is an organic compound that features a 1H-imidazole core with a 3-nitrophenyl group attached at the 2nd position and a 4,5-dihydro substitution. 4,5-dihydro-2-(3-nitrophenyl)-1H-imidazole is characterized by its unique molecular structure and functional groups, which contribute to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
4,5-Dihydro-2-(3-nitrophenyl)-1H-imidazole is used as an intermediate in the synthesis of Imidazolide Dipropionate, a compound with potential pharmaceutical applications. Its role in the synthesis process is crucial for the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4,5-dihydro-2-(3-nitrophenyl)-1H-imidazole serves as a versatile intermediate for the preparation of various imidazole-based compounds. Its unique structure allows for further functionalization and modification, enabling the creation of a wide range of chemical products with diverse applications.

InChI:InChI=1/C9H9N3O2/c13-12(14)8-3-1-2-7(6-8)9-10-4-5-11-9/h1-3,6H,4-5H2,(H,10,11)

Upstream product

• 618-95-1 methyl 3-nitrobenzoate 
• 107-15-3 ethylenediamine 
• 619-24-9 3-nitrobenzonitrile 
• 99-61-6 3-nitro-benzaldehyde 
• 936-49-2 2-phenyl-2-imidazoline 
• 619-25-0 3-Nitrobenzyl alcohol 

Downstream Products

• 121-92-6 3-nitrobenzoic acid 
• 94086-79-0 2-(3-aminophenyl)imidazoline 
• 27885-92-3 imidocarb 
• 55750-06-6 imidocarb dipropionate 
• 5318-76-3 imidocarb hydrochloride 
• 53104-89-5 2-(3-aminophenyl)-4,5-dihydro-1H-imidazol hydrochloride 

Relevant articles and documents

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Preparation method of 2-(3-amino phenyl) imidazoline hydrochloride and imidocarb

The invention relates to the field of chemical engineering and discloses a preparation method of 2-(3-amino phenyl) imidazoline hydrochloride and imidocarb. The preparation method comprises the following steps of: inputting 2-(3-nitryl phenyl) imidazoline, a catalyst and an alcohol-water mixed solution into a reaction kettle, stirring the mixture and raising the temperature to 50-65 DEG C, keeping the temperature and stirring the mixture for 10-20 min to obtain a mixed solution M; dropwise adding formic acid into the solution M, and keeping the temperature to react for 1.5-2.5h to obtain a mixed solution N; cooling the solution N to 40 DEG C below and filtering the solution, and evaporating alcohol to obtain a 2-(3-amino phenyl) imidazoline aqueous solution; dropwise adding hydrochloric acid into the 2-(3-amino phenyl) imidazoline aqueous solution to be neutral; and performing crystallization, suction filtration, pressure reduction and drying to obtain a target product 2-(3-amino phenyl) imidazoline hydrochloride. Compared with catalytic hydrogenation in the prior art, by taking formic acid as a hydrogen donor for transfer hydrogenation, the product purity and yield are of no obvious differences but no safety risks are available, and the preparation method is free of special demand, easy to operate and convenient for production and application.

A Highly Efficient Single-Chain Metal-Organic Nanoparticle Catalyst for Alkyne-Azide "click" Reactions in Water and in Cells

We show that copper-containing metal-organic nanoparticles (MONPs) are readily synthesized via Cu(II)-mediated intramolecular cross-linking of aspartate-containing polyolefins in water. In situ reduction with sodium ascorbate yields Cu(I)-containing MONPs that serve as highly efficient supramolecular catalysts for alkyne-azide "click chemistry" reactions, yielding the desired 1,4-adducts at low parts per million catalyst levels. The nanoparticles have low toxicity and low metal loadings, making them convenient, green catalysts for alkyne-azide "click" reactions in water. The Cu-MONPs enter cells and perform efficient, biocompatible click chemistry, thus acting as intracellular nanoscale molecular synthesizers.