13426-94-3

Basic information

• Product Name: N-Methylbenzylamine Hydrochloride
• Synonyms: N-Methylbenzylamine Hydrochloride
• CAS NO: 13426-94-3
• Molecular Formula: C₈H₁₂N*Cl
• Molecular Weight: 158
• Mol File: 13426-94-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 173-174ºC
• Boiling Point: 180.5 °C at 760 mmHg
• Flash Point: 77.8 °C
• Appearance: /
• Water Solubility: Water Solubility (%): Soluble
• CAS DataBase Reference: N-Methylbenzylamine Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methylbenzylamine Hydrochloride(13426-94-3)
• EPA Substance Registry System: N-Methylbenzylamine Hydrochloride(13426-94-3)

Safety Data

• Hazardous Substances Data: 13426-94-3(Hazardous Substances Data)

Usage

Description

N-Methylbenzylamine Hydrochloride is an organic compound that serves as an intermediate in the synthesis of various pharmaceutical compounds. It is a derivative of benzylamine with a methyl group attached to the nitrogen atom and a hydrochloride counterion, which contributes to its reactivity and utility in chemical reactions.

Uses

Used in Pharmaceutical Industry:
N-Methylbenzylamine Hydrochloride is used as a synthetic intermediate for the production of a metabolite of Tramadol (T712500), an analgesic. It plays a crucial role in the development of pain-relieving medications, contributing to the effectiveness and management of pain in patients.
As an intermediate, N-Methylbenzylamine Hydrochloride is essential in the synthesis of various pharmaceutical compounds, which may have applications in different areas of medicine, such as pain management, central nervous system disorders, and other therapeutic uses. Its versatility in chemical reactions and ability to form derivatives make it a valuable component in the development of new drugs and therapies.

Upstream product

• 103-67-3 benzyl-methyl-amine 
• 179266-46-7 N-(6-oxo-5,6,7,8-tetrahydro-[1]naphthyl)-acetamide 
• 6343-54-0 N-benzylformamide 
• 50-00-0 formaldehyd 
• 100-46-9 benzylamine 
• 5817-70-9 methyl N-benzylcarbamate 
• 116-54-1 dichloroacetic acid methyl ester 
• 88070-48-8 N-methylbenzamide 
• 1849-02-1 2-chloro-1-methyl-benzimidazole 
• 4857-06-1 2-chloro-1H-benzoimidazole 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 615-18-9 2-chloro-1,3-benzoxazole 
• 611-35-8 4-chloroquinoline 
• 612-62-4 2-Chloroquinoline 

Downstream Products

• 102656-95-1 1,5-dibenzyl-1-methyl-biguanide 
• 102956-47-8 1,5-dibenzyl-1,5-dimethyl-biguanide 
• 99069-43-9 N-benzyl-N'-cyano-N-methyl-guanidine 
• 116673-75-7 2-[(benzyl-methyl-amino)-methyl]-cyclohexanone 
• 96516-05-1 3-(benzyl(methyl)amino)-2,2-dimethylpropanal 
• 21256-23-5 1-benzyl-3-(diaminomethylene)-1-methyl guanidine 
• 16635-00-0 1-(N-benzyl-N-methyl)-amino-butan-3-one 
• 7565-19-7 N-benzyl-N-methylguanidine 
• 36959-70-3 N-benzyl-N-methylsulfamoyl choride 
• 89604-32-0 (2S,3R)-3-Benzyl-2-[(benzyl-methyl-amino)-methyl]-5,5-dimethyl-cyclohexanone 
• 79209-08-8 diethyl 2(2-benzylmethylaminoethyl)-6-methyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 89118-07-0 N-benzyl-N-methyl-4-aminobut-3-ene-2-one 
• 90064-65-6 C₁₉H₂₄⁽¹³¹⁾INO₂ 
• 96516-26-6 3-(N-benzyl-N-methylamino)-2,2-dimethylpropanol 

Relevant articles and documents

Iron-Catalyzed Reductive Amination of Aldehydes in Isopropyl Alcohol/Water Media as Hydrogen Sources

Reductive amination can be carried in i-PrOH/H2O as hydrogen sources using commercially available iron carbonyl complexes. Within an aqueous alkaline environment, a hydridocarboferrate is formed and its reducing potential is exploited for hydrogenation of the imine (or iminium ion) obtained in situ from aldehydes or ketones, and primary or secondary amines in almost equimolar ratio. This completely sustainable and hydrogen-free process proceeds at 100 °C using Fe3(CO)12 as catalyst precursor under convectional heating while Fe2(CO)9 gave better results when the reaction was carried out under MW dielectric heating. Both enolizable and non-enolizable aldehydes may be successfully employed in reactions with aliphatic and aromatic amines. (Figure presented.).

Metal-Free Synthesis of Heteroaryl Amines or Their Hydrochlorides via an External-Base-Free and Solvent-Free C-N Coupling Protocol

Herein, a metal-free and solvent-free protocol was developed for the C-N coupling of heteroaryl halides and amines, which afforded numerous heteroaryl amines or their hydrochlorides without any external base. Further investigations elucidated that the basicity of amines and specific interactions derived from the X-ray crystallography analysis of 3j′·HCl played pivotal roles in the reactions. Moreover, this protocol was scalable to gram scales and applicable to drug molecules, which demonstrated its practical value for further applications.

Erratum: Redox-Noninnocent Ligand-Supported Vanadium Catalysts for the Chemoselective Reduction of C=X (X = O, N) Functionalities (Journal of the American Chemical Society (2019) 141:38 (15230-15239) DOI: 10.1021/jacs.9b07062)

Pages 15232, 15233, and 15236. In the original paper, the doublet wave functions for 21 and 21a/21b were incorrectly (Figure Presented). reported as spin-contaminated in sections 2.3 and 2.8 (Figure 3 and Scheme 9, respectively.) This comes from the incorrectly reported expected eigenvalue of 0.75 for the spin-squared operator ??2? for the antiferromagnetically coupled doublet |↓?L|↑↑?V state (originally given in the Supporting Information). The correct expected eigenvalue for the |↓?L|↑↑?V state should be 1.75. The wave functions for 21 and 21a/21b (eigenvalues 1.79 and 1.77/1.66, respectively) are therefore not spincontaminated. The corrected Figure 3 and Scheme 9 are presented below. A corrected Supporting Information file is also provided. The corrections do not affect any of the conclusions of the Article, but slightly decrease the gap between the quartet and doublet spin surfaces. Scheme 3 has been also corrected to reflect the fact that (CH3)3SiCH2 ? radicals can only react based on spin conservation.