25412-53-7

Basic information

• Product Name: 4-ACETAMIDOBENZYLAMINE
• Synonyms: N-[4-(AMINOMETHYL)PHENYL]ACETAMIDE;4-ACETAMIDOBENZYLAMINE;p-(Aminomethyl)acetanilide
• CAS NO: 25412-53-7
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 25412-53-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 374.8°Cat760mmHg
• Flash Point: 180.5°C
• Appearance: /
• Density: 1.152g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4-ACETAMIDOBENZYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ACETAMIDOBENZYLAMINE(25412-53-7)
• EPA Substance Registry System: 4-ACETAMIDOBENZYLAMINE(25412-53-7)

Safety Data

• Hazardous Substances Data: 25412-53-7(Hazardous Substances Data)

Usage

General Description

4-ACETAMIDOBENZYLAMINE is a chemical compound with the molecular formula C9H12N2O. It is an aromatic amine derivative, containing both an amide and an amine functional group in its structure. 4-ACETAMIDOBENZYLAMINE is commonly used in organic synthesis as a precursor for the preparation of various pharmaceuticals, as well as in the production of dyes and fine chemicals. It is also utilized as a building block in the synthesis of heterocyclic compounds and as a reagent in chemical research. Additionally, 4-ACETAMIDOBENZYLAMINE has potential applications in the fields of medicinal chemistry and drug discovery, making it a valuable and versatile compound in the chemical industry.

InChI:InChI=1/C9H12N2O/c1-7(12)11-9-4-2-8(6-10)3-5-9/h2-5H,6,10H2,1H3,(H,11,12)

Upstream product

• 4403-71-8 (4-aminomethyl)aniline 
• 108-24-7 acetic anhydride 
• 35704-19-9 N-(4-cyanophenyl)acetamide 
• 1253778-94-7 N-(4-((N-(phenylsulfonyl)phenylsulfonamido)methyl)phenyl)acetamide 
• 122-85-0 para-acetamidobenzaldehyde 

Downstream Products

• 122-85-0 para-acetamidobenzaldehyde 
• 91941-10-5 N-{4-[(6-Amino-5-nitro-pyridin-2-ylamino)-methyl]-phenyl}-acetamide 
• 1027158-05-9 N-{4-[(7-chloro-6-nitro-quinazolin-4-ylamino)-methyl]-phenyl}-acetamide 
• 389601-56-3 N-(4-acetylamino-phenylmethyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide 
• 1061862-41-6 N-[4-(acetylamino)benzyl]-4-[(trifluoromethyl)thio]benzamide 
• 1581755-38-5 (R)-N-(4-acetamidobenzyl)-1-(1-(naphthalen-1-yl)ethyl)-piperidine-4-carboxamide 

Relevant articles and documents

A State-of-the-Art Heterogeneous Catalyst for Efficient and General Nitrile Hydrogenation

Cobalt-doped hybrid materials consisting of metal oxides and carbon derived from chitin were prepared, characterized and tested for industrially relevant nitrile hydrogenations. The optimal catalyst supported onto MgO showed, after pyrolysis at 700 °C, magnesium oxide nanocubes decorated with carbon-enveloped Co nanoparticles. This special structure allows for the selective hydrogenation of diverse and demanding nitriles to the corresponding primary amines under mild conditions (e.g. 70 °C, 20 bar H2). The advantage of this novel catalytic material is showcased for industrially important substrates, including adipodinitrile, picolinonitrile, and fatty acid nitriles. Notably, the developed system outperformed all other tested commercial catalysts, for example, Raney Nickel and even noble-metal-based systems in these transformations.

Liquid-phase hydrogenation of nitriles to amines facilitated by a co(ii)/zn(0) pair: a ligand-free catalytic protocol

The given report introduces a simple and user-friendly in situ method for the production of catalytically active cobalt particles. The approach circumvents the use of air-and moisture-sensitive reductants as well as the application of anhydrous Co-precursor salts. Accordingly, the described catalytic system is readily assembled under open-flask conditions by simply combining the components in the reaction vessel. Therefore, the arduous charging procedure of the reaction autoclave in a glovebox under an inert gas atmosphere is no longer necessary. In fact, the catalytically active material is obtained upon treatment of readily available Co(OAc)2·4 H2O with benign commercial Zn powder. The catalytic performance of the resultant material was tested in the heterogeneous hydrogenation of nitriles to the corresponding primary amines. Both activity and selectivity of the cobalt catalyst are significantly enhanced if a triflate-based Lewis acid and ammonia is added to the reaction mixture.

Selective Hydrogenation of Nitriles to Primary Amines by using a Cobalt Phosphine Catalyst

A general procedure for the catalytic hydrogenation of nitriles to primary amines by using a non-noble metal-based system is presented. Co(acac)3 in combination with tris[2-(dicyclohexylphosphino)ethyl]phosphine efficiently catalyzes the selective hydrogenation of a wide range of (hetero)aromatic and aliphatic nitriles to give the corresponding amines.