Production Method 1

20241-03-6

699-04-7

874-33-9

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  1 h, 0 °C
1.2 Reagents: Water

Reference

Formation of benzylamines from triazene compounds via a 1,2-proton shift

Nishiwaki, Keiji; et al, Tetrahedron, 2006, 62(29), 7034-7042

Production Method 2

20241-03-6

699-04-7

874-33-9

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
1.2 Reagents: Water

Reference

α-Lithiation of 1-aryl-3,3-dialkyltriazenes and intramolecular conversion to benzylamine and tetrahydrobenzotriazine derivatives

Nishiwaki, Keiji; et al, Angewandte Chemie, 2002, 41(3), 484-486

N-Methyl-4-methylbenzylamine Raw materials

• 1-Triazene,3,3-dimethyl-1-(3-methylphenyl)-

N-Methyl-4-methylbenzylamine Preparation Products

• N-Methyl-4-methylbenzylamine (699-04-7)
• N-methyl-1-(2-methylphenyl)methanamine (874-33-9)

• 1. Synthesis and characterization of rare earth/lithium complexes stabilized by ethylenediamine-bridged bis(phenolate) ligands and their activity in catalyzing amidation reactions
  Nadia Ismaeel,Zhixing Zhuo,Sajid Imran,Dan Yuan,Yingming Yao Dalton Trans. 2022 51 13892

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenylmethylamines
• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides

Professional Introduction to N-Methyl-4-methylbenzylamine (CAS No. 699-04-7)

N-Methyl-4-methylbenzylamine, with the chemical formula C₁₀H₁₅N, is a significant compound in the field of pharmaceutical and chemical research. Its CAS number, 699-04-7, identifies it as a unique and well-studied molecule. This introduction delves into the compound's properties, applications, and recent advancements in research that highlight its importance.

The molecular structure of N-Methyl-4-methylbenzylamine consists of a benzyl group substituted with a methyl group at the 4-position and an amine group that is further N-methylated. This specific arrangement contributes to its unique chemical behavior and reactivity, making it a valuable intermediate in organic synthesis. The presence of both electron-donating and electron-withdrawing groups on the aromatic ring enhances its versatility in various chemical reactions.

In recent years, N-Methyl-4-methylbenzylamine has garnered attention for its role in the development of novel pharmaceutical agents. Its structural features make it an excellent candidate for use as a building block in the synthesis of more complex molecules. Researchers have been exploring its potential in creating new drugs that target various therapeutic areas, including central nervous system disorders and inflammatory conditions.

One of the most compelling aspects of N-Methyl-4-methylbenzylamine is its utility as a ligand in coordination chemistry. The compound's ability to form stable complexes with metal ions has opened up new avenues for catalytic applications. These metal complexes are being investigated for their potential use in asymmetric synthesis, where they can facilitate highly selective reactions that are difficult to achieve with traditional catalysts.

Recent studies have also highlighted the compound's role in medicinal chemistry. Researchers have been particularly interested in its potential as a precursor for developing new antipsychotic and antidepressant drugs. The N-methylbenzylamine moiety is known to interact favorably with certain neurotransmitter receptors, making it an attractive scaffold for drug design. Preliminary findings suggest that derivatives of N-Methyl-4-methylbenzylamine may offer improved efficacy and reduced side effects compared to existing treatments.

The synthesis of N-Methyl-4-methylbenzylamine is another area where significant progress has been made. Modern synthetic methods have enabled researchers to produce this compound with high purity and yield, making it more accessible for further applications. Advances in catalytic hydrogenation and nucleophilic substitution reactions have streamlined the synthetic pathway, reducing costs and environmental impact.

In addition to its pharmaceutical applications, N-Methyl-4-methylbenzylamine has found utility in materials science. Its ability to form stable polymers and resins has led to its use in creating advanced coatings and adhesives. These materials exhibit enhanced durability and chemical resistance, making them suitable for demanding industrial applications.

The future prospects of N-Methyl-4-methylbenzylamine are promising, with ongoing research uncovering new possibilities for its use. As our understanding of its properties continues to grow, so does the potential for innovative applications across multiple disciplines. Whether in drug development, catalysis, or materials science, this compound remains a cornerstone of modern chemical research.

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