75191-79-6

Usage

Uses

Used in Pharmaceutical Industry:
2-(aminomethyl)aniline hydrochloride is used as an intermediate in the synthesis of various pharmaceuticals. Its presence in the molecular structure allows for the creation of a wide range of medicinal compounds, contributing to the development of new drugs and therapies.
Used in Dye Industry:
2-(aminomethyl)aniline hydrochloride is used as a dye intermediate, playing a crucial role in the production of various dyes. Its chemical properties enable the creation of a broad spectrum of colors, which are essential in the textile, printing, and other industries that rely on colorants.
Used in Polymer Production:
2-(aminomethyl)aniline hydrochloride is also used in the production of polymers. Its chemical structure can be incorporated into polymer chains, potentially enhancing the properties of the resulting materials, such as strength, flexibility, or resistance to certain conditions.
Safety Precautions:
It is important to handle 2-(aminomethyl)aniline hydrochloride with care, as it can be toxic and harmful if ingested or inhaled. Precautions should be taken when working with 2-(aminomethyl)aniline hydrochloride in a laboratory or industrial setting to ensure the safety of those involved in its production and use.

Upstream product

• 112672-89-6 N,N'-diacetyl-2-aminobenzylamine 
• 25116-00-1 2-acetamidobenzonitrile 
• 3717-25-7 2-nitrobenzaldehyde oxime 
• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 57856-68-5 2-(2-aminobenzyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 112672-89-6 N,N'-diacetyl-2-aminobenzylamine 
• 50794-16-6 (2-amino-benzylamino)-acetic acid ethyl ester 
• 39909-26-7 2-(1-aminoethyl)aniline 
• 4403-69-4 2-amino-1-benzylamine 
• 13481-81-7 4-methyl-N-(2-{[(4'-methylphenyl)sulfonyl]amino}benzyl)benzenesulfonamide 

Relevant academic research and scientific papers

Aluminum Metal-Organic Framework-Ligated Single-Site Nickel(II)-Hydride for Heterogeneous Chemoselective Catalysis

The development of chemoselective and heterogeneous earth-abundant metal catalysts is essential for environmentally friendly chemical synthesis. We report a highly efficient, chemoselective, and reusable single-site nickel(II) hydride catalyst based on robust and porous aluminum metal-organic frameworks (MOFs) (DUT-5) for hydrogenation of nitro and nitrile compounds to the corresponding amines and hydrogenolysis of aryl ethers under mild conditions. The nickel-hydride catalyst was prepared by the metalation of aluminum hydroxide secondary building units (SBUs) of DUT-5 having the formula of Al(μ2-OH)(bpdc) (bpdc = 4,4′-biphenyldicarboxylate) with NiBr2 followed by a reaction with NaEt3BH. DUT-5-NiH has a broad substrate scope with excellent functional group tolerance in the hydrogenation of aromatic and aliphatic nitro and nitrile compounds under 1 bar H2 and could be recycled and reused at least 10 times. By changing the reaction conditions of the hydrogenation of nitriles, symmetric or unsymmetric secondary amines were also afforded selectively. The experimental and computational studies suggested reversible nitrile coordination to nickel followed by 1,2-insertion of coordinated nitrile into the nickel-hydride bond occurring in the turnover-limiting step. In addition, DUT-5-NiH is also an active catalyst for chemoselective hydrogenolysis of carbon-oxygen bonds in aryl ethers to afford hydrocarbons under atmospheric hydrogen in the absence of any base, which is important for the generation of fuels from biomass. This work highlights the potential of MOF-based single-site earth-abundant metal catalysts for practical and eco-friendly production of chemical feedstocks and biofuels.

Electrophilically activated nitroalkanes in synthesis of 3,4-dihydroquinozalines

Nitroalkanes activated with polyphosphoric acid serve as efficient electrophiles in reactions with various nucleophilic amines. Strategically placed second functionality allows for the design of annulation reactions enabling preparation of various heterocycles. This strategy was employed to develop an innovative synthetic approach towards 3,4-dihydroquinazolines from readily available 2-(aminomethyl)anilines.

SYNTHESIS OF 2,3,5,6-TETRAHYDRO-1H,4H,11cH-3a,6a,11b-TRIAZABENZANTHRACENE (5) AND X-RAY CRYSTAL STRUCTURE DETERMINATIONS OF (5), HEXAHYDRO-1H,4H,7H,9bH-3a,6a,9a-TRIAZAPHENALENE (1), BENZO-1,5,9-TRIAZADODECANE N,N',N''-TRITOSYLAMIDE, AND OF 1,5,9-TRIAZADODECANE N,N'N''-TRITOSYLAMID

The synthesis of 2,3,5,6-tetrahydro-1H,4H,11cH-3a,6a,11b-triazabenzanthracene (5) is described.X-ray crystal structure determinations on hexahydro-1H,4H,7H,9bH-3a,6a,9a-triazaphenalene (1) and its benzoanaloque (5) show them to adopt differing conformations; the reasons for this are discussed.