69163-89-9

Usage

Uses

Used in Organic Synthesis:
Cycloheptylammonium chloride is used as a phase transfer catalyst for facilitating reactions between immiscible reactants, enhancing the efficiency and selectivity of organic synthesis processes.
Used in the Synthesis of Biologically Active Compounds:
Cycloheptylammonium chloride is utilized as a reagent in the synthesis of biologically active compounds, contributing to the development of new pharmaceuticals and bioactive substances.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
In asymmetric synthesis, cycloheptylammonium chloride serves as a chiral auxiliary, aiding in the creation of enantiomerically pure compounds, which is crucial for the production of pharmaceuticals and other chiral molecules.
Used in the Production of Organic Molecules:
Cycloheptylammonium chloride is employed as a valuable building block for the production of various organic molecules, thanks to its ability to be further functionalized to introduce different chemical groups.

InChI:InChI=1/C7H15N.ClH/c8-7-5-3-1-2-4-6-7;/h7H,1-6,8H2;1H/p-1

Upstream product

• 1459-39-8 cycloheptanecarboxamide 
• 5452-35-7 cycloheptanamine 
• 135940-93-1 (αR)-(+)-N-(1-Phenylethyl)cycloheptanamin-Hydrochlorid 
• 135940-92-0 (αS)-(-)-N-(1-Phenylethyl)cycloheptanamin-Hydrochlorid 
• 502-42-1 cycloheptanone 
• 135940-70-4 Cycloheptylidene-((R)-1-phenyl-ethyl)-amine 
• 135940-69-1 Cycloheptylidene-((S)-1-phenyl-ethyl)-amine 

Relevant academic research and scientific papers

Cycloheptylamine derivatives as anti-diabetic agents

Cycloalkylamine derivatives may be used for preventing or treating diseases in humans, animals, and have demonstrated efficacy specifically in treating type 2 diabetes. In an embodiment, the cycloalkylamine derivatives can include a compound selected from the group consisting of cycloheptanamine salts, cyclohexanamine salts, cyclopentanamine salts 1-cycloheptyl-[4,4′-bipyridin]-1-ium, N1,N2-dicycloheptyloxalamide, 1-[3′,5′-bis(trifluoromethyl)phenyl]-3-cycloheptylurea, 1,1′-(4-methyl-1,3-phenylene)bis(3-cycloheptylurea), 1-(2′-aminopyrimidin-4′-yl)-3-cycloheptylurea, 4-amino-N-(cycloheptylcarbamoyl)benzenesulfonamide, 4-(3′-cycloheptylureido)-N-(5″-methylisoxazol-3″-yl)benzenesulfonamide, N-(cycloheptylcarbamoyl)-4-methylbenzenesulfonamide, 1-cycloheptylguanidine hydrochloride, (E)-amino[(amino(cycloheptylamino)methylene)amino]methaniminium chloride, or a pharmaceutically acceptable salt thereof.

Cerium-Catalyzed C-H Functionalizations of Alkanes Utilizing Alcohols as Hydrogen Atom Transfer Agents

Modern photoredox catalysis has traditionally relied upon metal-to-ligand charge-transfer (MLCT) excitation of metal polypyridyl complexes for the utilization of light energy for the activation of organic substrates. Here, we demonstrate the catalytic application of ligand-to-metal charge-transfer (LMCT) excitation of cerium alkoxide complexes for the facile activation of alkanes utilizing abundant and inexpensive cerium trichloride as the catalyst. As demonstrated by cerium-catalyzed C-H amination and the alkylation of hydrocarbons, this reaction manifold has enabled the facile use of abundant alcohols as practical and selective hydrogen atom transfer (HAT) agents via the direct access of energetically challenging alkoxy radicals. Furthermore, the LMCT excitation event has been investigated through a series of spectroscopic experiments, revealing a rapid bond homolysis process and an effective production of alkoxy radicals, collectively ruling out the LMCT/homolysis event as the rate-determining step of this C-H functionalization.

A catalytic version of hypervalent aryl-λ3-iodane-induced Hofmann rearrangement of primary carboxamides: Iodobenzene as an organocatalyst and m-chloroperbenzoic acid as a terminal oxidant

The first catalytic version of hypervalent aryl-λ3- iodane-induced Hofmann rearrangement of primary carboxamides, which probably involves in situ generation of a tetracoordinated bis(aqua)(hydroxy)phenyl- λ3-iodane complex as an active oxidant from a catalytic amount of iodobenzene by the reaction with m-chloroperbenzoic acid in the presence of HBF4 in dichloromethane-water under mild conditions, was developed.

Conversion of Aliphatic Amides into Amines with benzene. Scope of the Reaction

The reagent benzene, PIFA, brings about the facile oxidative rearrangement of aliphatic amides to amines in mildly acidic (pH 1-3) mixed aqueous-organic solvents.Aromatic amines are further oxidized by the reagent and therefore cannot be prepared by this method.The rearrangement, which is in effect an "Hofmann rearrangement", occurs with complete retention of configuration in the migrating group, and the rate of the reaction follows approximately the migratory aptitudes of the migrating groups determined for other similar reactions.Isocyanates are intermediates in the rearrangement but are rapidly hydrolyzed to the product amines under the mildly acidic conditions.The acidic conditions protect the product amines from reacting with the isocyanate intermediates and forming ureas.The reaction is accelerated by addition of pyridine to a pH of approximately 3.The scope of the reaction is discussed.