19564-09-1

Basic information

• Product Name: 2-(4-methoxyphenyl)-2,3-dihydro-1H-perimidine
• Synonyms: 1H-Perimidine, 2,3-dihydro-2-(4-methoxyphenyl)-; 2-(4-Methoxyphenyl)-2,3-dihydro-1H-perimidine; 2-(4-Methoxy-phenyl)-2,3-dihydro-1H-perimidine
• CAS NO: 19564-09-1
• Molecular Formula: C₁₈H₁₆N₂O
• Molecular Weight: 276.3324
• Mol File: 19564-09-1.mol

Chemical Properties

• Boiling Point: 526.8°C at 760 mmHg
• Flash Point: 207.3°C
• Density: 1.186g/cm³
• Vapor Pressure: 3.47E-11mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 2-(4-methoxyphenyl)-2,3-dihydro-1H-perimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-2,3-dihydro-1H-perimidine(19564-09-1)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-2,3-dihydro-1H-perimidine(19564-09-1)

Safety Data

• Hazardous Substances Data: 19564-09-1(Hazardous Substances Data)

Usage

Type of compound

Heterocyclic compound

Explanation

The compound contains a ring structure with a combination of different elements, including nitrogen, carbon, and hydrogen atoms.

Explanation

The compound consists of two interconnected rings in its molecular structure.

Explanation

These are the primary elements that make up the compound's structure.

Explanation

The compound is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds, serving as a starting material or building block in chemical reactions.

Explanation

Due to its structural features and biological activities, the compound has potential applications in the field of medicinal chemistry, such as the development of new drugs and therapies.

Explanation

Researchers have been investigating the compound's pharmacological properties to determine its potential as a drug molecule or as a component in drug development.

Explanation

The compound's unique structure and properties make it a valuable tool for researchers and chemists in various scientific fields, particularly in the development of new drug molecules.

Structure

Bicyclic ring

Components

Nitrogen, carbon, and hydrogen atoms

Usage

Intermediate in synthesis

Potential applications

Medicinal chemistry

Pharmacological properties

Studied for potential

Value

Building block for new drug molecules

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 479-27-6 naphthalene-1,8-diamine 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 25110-46-7 2-(4-methoxyphenyl)-1H-perimidine 

Relevant articles and documents

A novel catalyst-free mechanochemical protocol for the synthesis of 2,3-dihydro-1H-perimidines

A rapid, efficient, and green grinding assisted method for the synthesis of 2,3-dihydro-1H-perimidines has been developed. 1,8-Diaminonaphthalene and aldehydes were ground using mortar and pestle for 5 minutes affording the product in moderate to excellen

Fe3O4@zeolite-SO3H as a magnetically bifunctional and retrievable nanocatalyst for green synthesis of perimidines

In the current study, a new catalytic system based on Fe3O4 nanoparticles immobilized on zeolite-SO3H (Fe3O4@zeolite-SO3H) is introduced. In the first stage, zeolite@SO3H was syn

A novel catalyst-free, eco-friendly, on water protocol for the synthesis of 2,3-dihydro-1H-perimidines

The first greenest methodology for the synthesis of 2,3-dihydro-1H-perimidines on water is described. 1,8-Diamino naphthalene was reacted with different types of aldehydes at room temperature to furnish the product in moderate to excellent yields in 30 mi

Fe3O4@NCs/BF0.2: A magnetic bio-based nanocatalyst for the synthesis of 2,3-dihydro-1H-perimidines

Nanocellulose (NC) materials have some unique properties, which make them attractive as organic or inorganic supports for catalytic applications. Nanocatalysts with diameters of less than 100 nm are difficult to separate from the reaction mixture, therefo

Fe3O4/SO3H@zeolite-Y as a novel multi-functional and magnetic nanocatalyst for clean and soft synthesis of imidazole and perimidine derivatives

In this study, SO3H@zeolite-Y was synthesized by the reaction of chlorosulfonic acid with zeolite-NaY under solvent-free conditions, which was then supported by Fe3O4 nanoparticles to give SO3H@zeolite-Y (Fe3O4/SO3H@zeolite-Y) magnetic nanoparticles. Several techniques were used to evaluate the physical and chemical characterizations of the zeolitic nanostructures. Fe3O4-loaded sulfonated zeolite was applied as a novel multi-functional zeolite catalyst for the synthesis of imidazole and perimidine derivatives. This efficient methodology has some advantages such as good to excellent yield, high purity of products, reusability of nanocatalyst, simple reaction conditions, environmental friendliness and an economical chemical procedure from the viewpoint of green chemistry.

Synthesis of new TCH/Ni-based nanocomposite supported on SBA-15 and its catalytic application for preparation of benzimidazole and perimidine derivatives

A stable nickel-decorated SBA-15 nanocomposite (Ni/TCH@SBA-15) was synthesized through surface modification of silica nanoparticles with 3-chloropropyltriethoxysilane (CPTES) and thiocarbohydrazide (TCH) followed by metal–ligand coordination with Ni (II). The structure of this organometallic nanocomposite was characterized by Fourier transform-infrared, field emission-scanning electron microscopy, EDAX, transmission electron microscopy, atomic absorption spectroscopy and N2 adsorption–desorption (Brunauer–Emmett–Teller) techniques. The catalytic performance of Ni/TCH@SBA-15 (NNTS-15) was determined for the synthesis of 2-aryl-substituted benzimidazoles and 2,3-dihydroperimidines. The excellent yields within shorter reaction times, simplicity of catalytic methods, non-toxicity and clean reactions, mild reaction conditions and easy work-up procedure are the important merits of these synthetic protocols. Moreover, the Ni (II) bonded to the SBA-15 surface was stable under the catalytic reaction conditions resulting in its efficient recycling and reuse.

Application of SiO 2 nanoparticles as an efficient catalyst to develop syntheses of perimidines and tetraketones

Abstract: In this paper, we explore the catalytic activity of SiO 2 nanoparticles (NPs) as an eco-friendly, efficient and reusable catalyst in the synthesis of 2,3-dihydro-1H-perimidines as well as tetraketones. For tetraketones syntheses, a si

Phosphine-Free Well-Defined Mn(I) Complex-Catalyzed Synthesis of Amine, Imine, and 2,3-Dihydro-1 H-perimidine via Hydrogen Autotransfer or Acceptorless Dehydrogenative Coupling of Amine and Alcohol

The application of nontoxic, earth-abundant transition metals in place of costly noble metals is a paramount goal in catalysis and is especially interesting if the air- and moisture-stable ligand scaffold is used. Herein, we report the synthesis of amines/imines directly from alcohol and amines via hydrogen autotransfer or acceptorless dehydrogenation catalyzed by well-defined phosphine-free Mn complexes. Both imines and amines can be obtained from the same set of alcohols and amines using the same catalyst, only by tuning the reaction conditions. The amount and nature of the base are found to be a highly important aspect for the observed selectivity. Both the primary and secondary amines have been employed as substrates for the N-alkylation reaction. As a highlight, we showed the chemoselective synthesis of resveratrol derivatives. Furthermore, the Mn-catalyzed dehydrogenative synthesis of structurally important 2,3-dihydro-1H-perimidines has also been demonstrated. Density functional theory calculations were also carried out to model the reaction path and to calculate the reaction profile.

Nano-γ-Al2O3/SbCl5: An efficient catalyst for the synthesis of 2,3-dihydroperimidines

Nano-γ-Al2O3/SbCl5 as a new Lewis acid nano catalyst was synthesized and characterized by FTIR, XRD, FESEM, TEM, EDS, BET and TGA techniques. Nano-γ-Al2O3/SbCl5 has been employed for synthe

Decoration of β-CD-ZrO on Fe3O4 magnetic nanoparticles as a magnetically, recoverable and reusable catalyst for the synthesis of 2,3-dihydro-1H-perimidines

Abstract: This study focuses on covalent grafting of ZrO to β-CD to prepare an organic–inorganic hybrid material. The synthesised product was successfully linked on the surface of Fe3O4 magnetic nanoparticles and characterized by TGA