65551-45-3

Basic information

• Product Name: N-benzyl amino-(4-methylphenyl)acetonitrile
• Synonyms: N-benzyl amino-(4-methylphenyl)acetonitrile
• CAS NO: 65551-45-3
• Molecular Weight: 236.316
• Mol File: 65551-45-3.mol

Chemical Properties

• CAS DataBase Reference: N-benzyl amino-(4-methylphenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl amino-(4-methylphenyl)acetonitrile(65551-45-3)
• EPA Substance Registry System: N-benzyl amino-(4-methylphenyl)acetonitrile(65551-45-3)

Safety Data

• Hazardous Substances Data: 65551-45-3(Hazardous Substances Data)

Upstream product

• 143-33-9 sodium cyanide 
• 104-87-0 4-methyl-benzaldehyde 
• 100-46-9 benzylamine 
• 7677-24-9 trimethylsilyl cyanide 
• 24431-15-0 N-benzyl-p-tolylmethanimine 
• 24431-15-0 (E)-N-benzyl-1-(p-tolyl)methanimine 
• 90775-10-3 (4-methylphenyl)bromoacetonitrile 

Downstream Products

• 1404296-08-7 methyl 2-({benzyl[cyano(p-tolyl)methyl]amino}methyl)acrylate 
• 219487-87-3 C₂₆H₂₃ClN₄O₃ 
• 219487-74-8 2-Amino-N-benzyl-N-(cyano-p-tolyl-methyl)-benzamide 
• 271583-31-4 benzylamino-p-tolyl-acetic acid 
• 13227-01-5 2-amino-2-(4-methylphenyl)acetic acid 
• 271583-52-9 2-benzylamino-2-p-tolyl-acetamide 
• 219487-65-7 N-Benzyl-N-(cyano-p-tolyl-methyl)-2-nitro-benzamide 

Relevant articles and documents

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.

Mechanochemical Activation of Iron Cyano Complexes: A Prebiotic Impact Scenario for the Synthesis of α-Amino Acid Derivatives

Mechanochemical activation of iron cyano complexes by ball milling results in the formation of HCN, which can be trapped and incorporated into α-aminonitriles. This prebiotic impact scenario can be extended by mechanochemically transforming the resulting α-aminonitriles into α-amino amides using a chemical route related to early Earth conditions.

Mechanochemical lignin-mediated strecker reaction

A mechanochemical Strecker reaction involving a wide range of aldehydes (aromatic, heteroaromatic and aliphatic), amines, and KCN afforded a library of α-aminonitriles upon mechanical activation. This multicomponent process was efficiently activated by li

Lanthanide coordination polymer constructed from 2,2′-bipyridyl-4,4′-dicarboxylic acid: Structure, catalysis and fluorescence

Two new isostructural lanthanide coordination polymers (Ln-CPs) [Ln2(bpdc)3(DMF)2] (Ln = Tb for 1, Eu for 2) with two kinds of one-dimensional channels along the a axis, were synthesized by 2,2′-bipyridyl-4,4′-dicarboxylic acid (H2bpdc) under solvothermal conditions. With exposed Lewis acid Ln3+ centers, 1 as a heterogeneous catalyst shows good catalytic reactivity and selectivity for the Strecker reaction affording medium to excellent conversion yields. Luminescent studies illustrate that 1 and 2 show intensive green and red luminescence triggered by efficient antenna effect of ligands under UV light, respectively. Moreover, 1 exhibits sensitive fluorescent response to Cu2+ in DMF solution.

Zinc triflate a water compatible, green catalyst in one pot three-component efficient synthesis of α-Amino nitriles

α-Amino nitriles are synthesized in one pot three-component coupling of aldehydes, amines and trimethylsilyl cyanide using catalytic amount of zinc triflate at ambient temperature.

L-Proline catalyzed one pot synthesis of α-aminonitriles

l-Proline (20 mol %) was found to be an efficient organocatalyst for one pot synthesis of a variety of α-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide (TMSCN) in acetonitrile at ambient temperature giving good to excellent yields (72-95%).

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.

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.

TITANIUM COMPOUNDS AND PROCESS FOR CYANATION OF IMINES

The present invention relates to titanium catalysts for synthesis reactions produced by bringing a reaction mixture comprising a titanium alkoxide and a ligand in contact with water, wherein the ligand is represented by the general formula (e): wherein R

Asymmetric addition of trimethylsilylcyanide to N-benzylimines catalyzed by recyclable chiral dimeric V(V) salen complex

Chiral dimeric vanadium (V) salen complex (10 mol%) derived from 5,5-Methylene di-[(S,S)-{N-(3-tert-butyl salicylidine)-N′-(3′,5′-di-tert-butyl salicylidene)]-1,2-cyclohexanediamine] with vanadyl suphate followed by auto oxidation was used as efficient catalyst for enantioselective Strecker reaction of N-benzylimines with TMSCN at -30 °C. Excellent yield (92%) of α-aminonitrile and high chiral induction was achieved (ee up to 94%) in case of 2-methoxy substituted N-benzylimines in 10 h. The catalytic system worked well up to four cycles with retention of enantioselectivity.