6636-92-6

Usage

Type of compound

Organic compound

Structure

Cyclic amine derivative

Components

Phenylamine group attached to a cyclopentanecarbonitrile ring

Field of interest

Organic chemistry and pharmaceutical research

Potential applications

Building block in the synthesis of various organic molecules and pharmaceuticals

Possible use

Development of new materials and functional molecules

Unique features

Unique structure and reactivity

Biological activities

May exhibit interesting biological activities

Further investigation

Potential use in medicinal chemistry and drug discovery

Upstream product

• 5117-85-1 1-hydroxycyclopentanecarbonitrile 
• 62-53-3 aniline 
• 13683-42-6 N-(cyclopentylidene)aniline 
• 151-50-8 potassium cyanide 
• 142-04-1 aniline hydrochloride 
• 120-92-3 cyclopentanone 
• 7677-24-9 trimethylsilyl cyanide 
• 630-18-2 tert-butyl isocyanide 
• 49830-37-7 1-amino-1-cyanocyclopentane 
• 631-57-2 Acetyl cyanide 

Downstream Products

• 83569-36-2 N-phenyl-N-trimethylsilyl-1-cyclopentenylamine 
• 880165-82-2 N-(1-cyanocyclopentyl)-N-phenylformamide 
• 1241960-46-2 spiro[cyclopentanyl-1',2-(5-imino-1-phenyl)pyrrolo(3,4-c)pyrazol(1H,2H)-5-one] 
• 1241960-61-1 spiro[cyclopentanyl-1',2-(3-amino-1-phenyl)pyrazinolidin-6-one] 
• 1241960-49-5 spiro[cyclopentanyl-1',2-(4-acetyl-3-amino-1-phenyl)pyrrol-5-one] 
• 1241960-52-0 spiro[cyclopentanyl-1',3-(2-imino-7-methyl-4-phenyl)-1,4-oxazepin-5-one] 
• 1241960-58-6 spiro[cyclopentanyl-1',4-(2,3-diphenyl-5-imino)-1,3-oxazolidine] 
• 1241960-67-7 spiro[cyclopentanyl-1',5-(2-amino-6-imino-4-phenyl)-1,3,4-thiadiazine] 
• 1241960-64-4 spiro[cyclopentanyl-1',3-(2-amino)thiazinolidin-5-one] 
• 1241960-43-9 spiro[cyclopentanyl-1',2-(3-amino-4-cyano-1-phenyl)pyrrol-5-one] 
• 1241960-70-2 spiro[cyclopentanyl-1',3-(4,6-diphenyl-2-imino)-1,4-oxazine] 
• 1241960-40-6 spiro[cyclopentanyl-1',2-(3-amino-4-cyano-5-imino-1-phenyl)pyrrole] 
• 1241960-75-7 spiro[cyclopentanyl-1',3-(2-imino-4-phenyl)-5,6-dihydro-1,4-oxazine] 
• 861617-06-3 1-(N-nitroso-anilino)-cyclopentanecarboxylic acid 

Relevant academic research and scientific papers

A Discrete Tetrahedral Indium Cage as an Efficient Heterogeneous Catalyst for the Fixation of CO2 and the Strecker Reaction of Ketones

A discrete tetrahedral indium cage, {[In12(μ3-OH)4(HCO2)24(tcma)4]} (In12-GL), was synthesized solvothermally by the reaction of indium nitrate with the tripodal tricarboxylic ac

A microporous metal-organic framework catalyst for solvent-free strecker reaction and CO2 fixation at ambient conditions

The self-assembly of zinc(II) acetate tetrahydrate, a flexible tetrapyridyl ligand, tetrakis(3-pyridyloxymethylene)methane (3-tpom), a bent dicarboxylic acid, and 4,4′-(dimethylsilanediyl)bis- benzoic acid (H2L) under solvothermal conditions ha

Design and Construction of a Chiral Cd(II)-MOF from Achiral Precursors: Synthesis, Crystal Structure and Catalytic Activity toward C-C and C-N Bond Forming Reactions

Using achiral components, a V-shaped dicarboxylic acid (H2L) and a conformationally flexible bidentate linker (bpp), a thermally stable chiral metal organic framework {[Cd(bpp)(L)(H2O)]·DMF}n (1), where H2L = 4,

Synthesis of novel magnetic nanoparticles with urea or urethane moieties: Applications as catalysts in the Strecker synthesis of α-aminonitriles

Four novel magnetic nanoparticle catalysts with urea or urethane moieties are reported. The silica-coated magnetic nanoparticles were simply functionalized via addition of 3-(triethoxysilyl)propylisocyanate (TESPIC), amine or amino alcohol. TESPIC with dual labile functional groups was used as a suitable precursor for the synthesis of urethane-based catalysts. The newly synthesized catalysts were fully characterized using a variety of techniques. These functionalized magnetic nanoparticles were used as reusable catalysts in the Strecker synthesis of α-aminonitrile derivatives under solvent-free conditions at 50?°C.

From Zn(II)-Carboxylate to Double-Walled Zn(II)-Carboxylato Phosphate MOF: Change in the Framework Topology, Capture and Conversion of CO2, and Catalysis of Strecker Reaction

The ligand H2L has been built by linking an imidazole moiety to the 5-position of isophthalic acid. It forms two types of porous frameworks, {[Zn(L)]·2DMF·2H2O}n (1) and {[(CH3)2NH2][Znsub

Magnetic Fe3O4-BF3: Highly efficient Lewis acid catalyst for the synthesis of α-aminonitriles

Fe3O4 magnetic nanoparticle-supported BF3 was prepared as a new magnetically separable Lewis acid catalyst and successfully used for the one-pot synthesis of α-aminonitriles. A broad range of substrates including the aromatic and heteroaromatic aldehydes, cyclic ketones (cyclopentanone, cyclohexanone and cycloheptanone), aryl-alkyl ketones, diaryl ketones and tetralones, isatin derivatives and acenaphthenequinone were condensed with amines (aliphatic and aromatic) and trimethylsilyl cyanide. All reactions were completed in short times and products were obtained in good to excellent yields. The catalyst could be recycled and reused several times without any loss of efficiency. Finally, α-aminonitrile containing adenine was successfully synthesized.

A Mesoporous Indium Metal-Organic Framework: Remarkable Advances in Catalytic Activity for Strecker Reaction of Ketones

With the aim of developing new highly porous, heterogeneous Lewis acid catalysts for multicomponent reactions, a new mesoporous metal-organic framework, InPF-110 ([In3O(btb)2(HCOO)(L)], (H3btb = 1,3,5-tris(4-carboxyphenyl)

Synthesis of α-aminonitriles under mild catalytic, metal-free conditions

α-Aminonitriles have been synthesized by a Strecker synthesis from aldehydes and ketones under mild catalytic, metal-free conditions. Aromatic aldehydes (1 equiv) were reacted with aromatic and 1 or 2 aliphatic amines (1 equiv) in EtOH containing 3 mol %

Magnetic solid sulfonic acid decorated with hydrophobic regulators: A combinatorial and magnetically separable catalyst for the synthesis of α-aminonitriles

A three-component, Strecker reaction of a series of aldehydes or ketones, amines, and trimethylsilyl cyanide for the synthesis of α-aminonitriles in the presence of a catalytic amount of a magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H under solvent-free conditions have been investigated. This catalyst, with a combination of hydrophobicity and acidity on the Fe3O 4@SiO2 core-shell of the magnetic nanobeads, as well as its water-resistant property, enabled easy mass transfer and catalytic activity in the Strecker reaction. The catalyst was easily separated by an external magnet and the recovered catalyst was reused in 6 successive reaction cycles without any significant loss of activity.

Transamination of a-amino nitriles

α-Amino nitriles containing a primary amino group undergo transamination with aliphatic and aromatic amines under mild conditions with high yields. A probable reaction mechanism involving intermediate elimination of cyanide ion has been proposed.