75638-32-3

Upstream product

• 773837-37-9 sodium cyanide 
• 123-72-8 butyraldehyde 
• 62-53-3 aniline 
• 7677-24-9 trimethylsilyl cyanide 
• 123-38-6 propionaldehyde 
• 631-57-2 Acetyl cyanide 
• 2179-92-2 tri-n-butyltin cyanide 
• 98-95-3 nitrobenzene 
• 151-50-8 potassium cyanide 
• 4275-07-4 N-butylideneaniline 
• 74-90-8 hydrogen cyanide 

Downstream Products

• 75638-40-3 2-Phenylamino-pentanoic acid; hydrochloride 

Relevant academic research and scientific papers

Synthesis of α-Aminonitriles and 5-Substituted 1H-Tetrazoles Using an Efficient Nanocatalyst of Fe3O4@SiO2–APTES-supported Trifluoroacetic Acid

Fe3O4@SiO2–APTES-supported trifluoroacetic acid nanocatalyst was used for the one-pot synthesis of α-aminonitriles via a three-component reaction of aldehydes (or ketones), amines, and sodium cyanide. This method produced a high yield of 75–96% using only a small amount of the catalyst (0.05?g) in EtOH at room temperature. The catalyst was also employed for the synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide in EtOH at 80°C. The tetrazoles were produced with good-to-excellent yields in a short reaction time of 4?h. Both synthetic methods were carried out in the absence of an organic volatile solvent. Because the supported trifluoroacetic acid generated a solid acid on the surface, thus the acid corrosiveness was not a serious challenge. This heterogeneous nanocatalyst was magnetically recovered and reused several times without significant loss of catalytic activity.

Fe3O4/MIL-101(Fe) nanocomposite as an efficient and recyclable catalyst for Strecker reaction

A highly porous metal-organic framework, MIL-101(Fe), was prepared by a solvothermal method in the presence of amino-modified Fe3O4@SiO2 nanoparticles, in order to achieve Fe3O4/MIL-101(Fe) nanocomposite, which was characterized by XRD, FT-IR, SEM, TEM, BET, and VSM. This hybrid magnetic nanocomposite was employed as heterogeneous catalyst for α-amino nitriles synthesis through three-component condensation reaction of aldehydes (ketones), amines, and trimethylsilyl cyanide in EtOH, at room temperature. The recoverability and reusability was admitted for the heterogeneous magnetic catalyst; no significant reduction of catalytic activity was observed even after five consecutive reaction cycles.

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.

Strong Lewis acid air-stable cationic titanocene perfluoroalkyl(aryl) sulfonate complexes as highly efficient and recyclable catalysts for C-C bond forming reactions

A series of strong Lewis acid air-stable titanocene perfluoroalkyl(aryl) sulfonate complexes Cp2Ti(OH2)2(OSO 2X)2·THF (X = C8F17, 1·THF; X = C4F9, 2·H2O· THF; X = C6F5, 3) were successfully synthesized by the treatment of Cp2TiCl2 with C8F 17SO3Ag, C4F9SO3Ag and C6F5SO3Ag, respectively. In contrast to well-known titanocene bis(triflate), these complexes showed no change in open air over three months. TG-DSC analysis showed that 1·THF, 2·H 2O·THF and 3 were thermally stable at 230 °C, 220°C and 280°C, respectively. Conductivity measurements showed that these complexes underwent ionic dissociation in CH3CN solution. X-ray analysis results confirmed that 2·H2O·THF and 3 were cationic. ESR spectra showed that the Lewis acidity of 1·THF (1.06 eV) was higher than that of Sc3+ (1.00 eV) and Y3+ (0.85 eV). UV/Vis spectra showed a significant red shift due to the strong complex formation between 10-methylacridone and 2·H2O·THF. Fluorescence spectra showed that the Lewis acidity of 2 (λem = 477 nm) was higher than that of Sc3+ (λem = 474 nm). These complexes showed high catalytic ability in various carbon-carbon bond forming reactions. Moreover, they show good reusability. Compared with 1·THF, 2·H2O·THF and 3 exhibit higher solubility and better catalytic activity, and will find broad applications in organic synthesis. This journal is the Partner Organisations 2014.

Dehydroascorbic acid (DHAA) capped magnetite nanoparticles as an efficient magnetic organocatalyst for the one-pot synthesis of α-aminonitriles and α-aminophosphonates This article is dedicated to memory of Majid Shahriari

A dehydroascorbic acid capped magnetite (DHAA-Fe3O4) catalyst is prepared and used for the one-pot synthesis of α-aminonitriles and α-aminophosphonates. Different derivatives of these compounds are synthesized in good yields.

Highly efficient and convenient Strecker reaction of carbonyl compounds and amines with TMSCN catalyzed by MCM-41 anchored sulfonic acid as a recoverable catalyst

MCM-41 anchored sulfonic acid (MCM-41-SO3H) was found to be a highly efficient and recoverable heterogeneous catalyst for the three-component Strecker reaction of aldehydes or ketones and diverse amines using trimethylsilyl cyanide (TMSCN) to afford the corresponding α-amino nitriles under mild conditions in high to quantitative yields. The simple experimental procedure along with easy recovery and reusability of the catalyst has led to development of a clean and environmentally friendly approach for the synthesis of α-amino nitriles.

Oxalic acid as a simple and efficient organocatalyst for three-component synthesis of α-amino nitriles

A simple, efficient, and general method has been developed for the synthesis of α-amino nitriles. Oxalic acid as a Br?nsted acid promotes the addition of TMSCN to various imines (generated in situ).

Sulfamic acid-functionalized magnetic Fe3O4 nanoparticles as an efficient and reusable catalyst for one-pot synthesis of α-amino nitriles in water

Grafting of chlorosulfuric acid on the amino-functionalized Fe 3O4 nanoparticles afforded sulfamic acid-functionalized magnetic Fe3O4 nanoparticles (SA-MNPs) as a novel organic-inorganic hybrid heterogeneous catalyst, which was characterized by XRD, FT-IR, TGA, TEM, and elemental analysis. The catalytic activity of SA-MNPs was probed through one-pot synthesis of α-amino nitriles via three-component couplings of aldehydes (or ketones), amines and trimethylsilyl cyanide in water, at room temperature. The heterogeneous catalyst could be recovered easily and reused many times without significant loss of its catalytic activity.

Lewis base-catalyzed three-component Strecker reaction on water. An efficient manifold for the direct α-cyanoamination of ketones and aldehydes

The first three-component organocatalyzed Strecker reaction operating on water has been developed. The manifold utilizes ketones (aldehydes) as the starting carbonyl component, aniline as the primary amine, acetyl cyanide as the cyanide source and N,N-dim

Strecker-type reaction catalyzed by carboxylic acids in aqueous media

Carboxylic acid catalyzed Strecker-type reactions were successfully carried out by simply mixing aldehydes, amines, tributyltin cyanide and carboxylic acid in aqueous media at room temperature, to afford α-aminonitriles in high yields. Georg Thieme Verlag