65845-61-6

Usage

InChI:InChI=1/C7H15N.ClH/c1-8-7-5-3-2-4-6-7;/h7-8H,2-6H2,1H3;1H

Upstream product

• 92725-40-1 N-(4-methoxybenzyl)-N-methylcyclohexylamine 
• 100-60-7 N-methylcyclohexylamine 
• 1849-02-1 2-chloro-1-methyl-benzimidazole 
• 67-56-1 methanol 
• 19573-22-9 cyclohexyl azide 

Downstream Products

• 1213230-68-2 N₅-octyl-N₁-cyclohexyl-N₁-methyl-biguanide hydrochloride 
• 1213230-43-3 1,6-dihydro-6,6-dimethyl-N₄-octyl-N₂-cyclohexyl-N₂-methyl-1,3,5-triazine-2,4-diamine 

Relevant academic research and scientific papers

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.

Ceria supported Ru0-Ruδ+ clusters as efficient catalyst for arenes hydrogenation

Selective hydrogenation of aromatic amines, especially chemicals such as aniline and bis(4-aminocyclohexyl)methane for non-yellowing polyurethane, is of particular interests due to the extensive applications. To conquer the existing difficulties in selective hydrogenation, the Ru0-Ruδ+/CeO2 catalyst with solid frustrated Lewis pairs was developed for aromatic amines hydrogenation with excellent activity and selectivity under relative milder conditions. The morphology, electronic and chemical properties, especially the Ru0-Ruδ+ clusters and reducible ceria were characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electronic microscopy (SEM), X-ray photoelectron spectroscopy (XPS), CO2 temperature programmed desorption (CO2-TPD), H2 temperature programmed reduction (H2-TPR), H2 diffuse reflectance Fourier transform infrared spectroscopy (H2-DRIFT), Raman, etc. The 2% Ru/CeO2 catalyst exhibited good conversion of 95% and selectivity greater than 99% toward cyclohexylamine. The volcano curve describing the activity and Ru state was found. Owning to the “acidic site isolation” by surrounding alkaline sites, condensation between the neighboring amine molecules could be effectively suppressed. The catalyst also showed good stability and applicability for other aromatic amines and heteroarenes containing different functional groups.

Selective synthesis of mono- and di-methylated amines using methanol and sodium azide as C1 and N1 sources

A Ru(ii) complex mediated synthesis of various N,N-dimethyl and N-monomethyl amines from organic azides using methanol as a methylating agent is reported. This methodology was successfully applied for a one-pot reaction of bromide derivatives and sodium azide in methanol. Notably, by controlling the reaction time several N-monomethylated and N,N-dimethylated amines were synthesized selectively. The practical applicability of this tandem process was revealed by preparative scale reactions with different organic azides and synthesis of an anti-vertigo drug betahistine. Several kinetic experiments and DFT studies were carried out to understand the mechanism of this transformation.

IONIC COMPOUND, ORGANIC ELECTRONIC MATERIAL, ORGANIC ELECTRONIC ELEMENT, AND ORGANIC ELECTROLUMINESCENT ELEMENT

PROBLEM TO BE SOLVED: To provide an ionic compound that is used for an ink composition and can improve the storage stability of the ink composition, and an organic electronic material. SOLUTION: An ionic compound has an ammonium cation represented by the formula (1a) and an anion. In formula (1a), R1 and R2 independently represent a monovalent organic group. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

Highly chemoselective Pd-C catalytic hydrodechlorination leading to the highly efficient N-debenzylation of benzylamines

(Equation Presented) In the presence of 1,1,2-trichloroethane, a novel procedure for the Pd-C catalytic N-debenzylation of benzylamines was established. The method proceeded in a synergistic catalytic system and directly gave the products as crystal amine hydrochlorides in practically quantitative yields.