6373-50-8

Usage

Uses

Used in Chemical Synthesis:
4-Cyclohexylaniline is used as a starting material for the preparation of various organic compounds, such as 1-cyclohexyl-4-nitroso-benzene. It serves as a versatile building block in the synthesis of a wide range of chemical products, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Nucleophilic Acylation:
4-Cyclohexylaniline is used as a reactant in nucleophilic acylation reactions to form N-(4-cyclohexylphenyl)acetamide by reacting with acetyl halides. This reaction is an important method for the synthesis of amides, which are key functional groups in many biologically active molecules and pharmaceuticals.
Used in the Synthesis of N-(4-cyclohexylphenyl)-2-morpholino-acetamide:
4-Cyclohexylaniline is involved in the synthesis of N-(4-cyclohexylphenyl)-2-morpholino-acetamide by reacting with 2-morpholinoacetyl fluoride. 4-Cyclohexylaniline is an example of a morpholine-containing amide, which may have potential applications in medicinal chemistry and drug development.
Used in the Synthesis of 4-[(4-cyclohexylphenyl)amino]-4-oxo-butanoic acid:
4-Cyclohexylaniline reacts with 4-bromo-4-oxo-butanoic acid to obtain 4-[(4-cyclohexylphenyl)amino]-4-oxo-butanoic acid. This reaction is an example of a nucleophilic substitution, leading to the formation of a new amide-containing compound with potential applications in various fields, such as pharmaceuticals and materials science.

InChI:InChI=1/C16H12Cl2N4OS/c1-9-2-4-10(5-3-9)14-21-22-16(24-14)20-15(23)19-13-7-6-11(17)8-12(13)18/h2-8H,1H3,(H2,19,20,22,23)

Upstream product

• 1747-75-7 4-(cyclohex-1-enyl)phenylamine 
• 5458-48-0 4-cyclohexylnitrobenzene 
• 29030-57-7 N-(4-cyclohexylphenyl)acetamide 
• 3282-99-3 1,1-bis-(4-aminophenyl)cyclohexane 
• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 
• 110-83-8 cyclohexene 
• 74067-99-5 ossima del 4-cicloesilacetofenone 
• 64-17-5 ethanol 
• 1821-36-9 N-phenyl-2-cyclohexylamine 
• 106-47-8 4-chloro-aniline 
• 108-94-1 cyclohexanone 
• 827-52-1 1-phenyl-1-cyclohexane 
• 71-43-2 benzene 

Downstream Products

• 191722-72-2 4-cyclohexylphenyl isocyanate 
• 70714-75-9 1,4-bis-(4-cyclohexyl-anilino)-anthraquinone 
• 829-32-3 1-chloro-4-cyclohexylbenzene 
• 25109-28-8 4-bromo(cyclohexyl)benzene 
• 91639-29-1 1-cyclohexyl-4-iodobenzene 
• 1131-60-8 p-cyclohexylphenol 
• 29030-57-7 N-(4-cyclohexylphenyl)acetamide 
• 101781-15-1 1-(4-cyclohexyl-phenyl)-2,5-dimethyl-pyrrole 
• 101114-35-6 N-(4-cyclohexyl-phenyl)-glycine 
• 1536-50-1 N-(4-cyclohexyl-phenyl)-N'-(4-fluoro-phenyl)-thiourea 
• 114493-17-3 10-cyclohexyl-benzo[a]acridine 
• 67330-55-6 4-cyclohexyl-2,6-diethyl-aniline 
• 37054-78-7 2-[(4-Cyclohexyl-phenyl)-hydrazono]-malonic acid diethyl ester 
• 141502-49-0 1-(4-Cyclohexyl-phenyl)-3-(2-methyl-allyl)-thiourea 

Relevant academic research and scientific papers

MATERIAL FOR HOLE-TRANSPORT LAYER, MATERIAL FOR HOLE-INJECTION LAYER, ORGANIC COMPOUND, LIGHT-EMITTING DEVICE, LIGHT-EMITTING APPARATUS, ELECTRONIC DEVICE, AND LIGHTING DEVICE

A material for a hole-transport layer includes a monoamine compound. The first aromatic group, the second aromatic group, and the third aromatic group are bonded to the nitrogen atom of the monoamine compound. The first and second aromatic groups each independently include 1 to 3 benzene rings. One or both of the first and second aromatic groups have one or more hydrocarbon groups each having 1 to 12 carbon atoms each forming a bond only by the sp3 hybrid orbitals. The total number of the carbon atoms in the hydrocarbon group in the first or second aromatic group is 6 or more. The total number of the carbon atoms in all of the hydrocarbon groups in the first and second aromatic groups is 8 or more. The third aromatic group is a substituted or unsubstituted monocyclic condensed ring or a substituted or unsubstituted bicyclic or tricyclic condensed ring.

From alkylarenes to anilines via site-directed carbon–carbon amination

Anilines are fundamental motifs in various chemical contexts, and are widely used in the industrial production of fine chemicals, polymers, agrochemicals and pharmaceuticals. A recent development for the synthesis of anilines uses the primary amination of C–H bonds in electron-rich arenes. However, there are limitations to this strategy: the amination of electron-deficient arenes remains a challenging task and the amination of electron-rich arenes has a limited control over regioselectivity—the formation of meta-aminated products is especially difficult. Here we report a site-directed C–C bond primary amination of simple and readily available alkylarenes or benzyl alcohols for the direct and efficient preparation of anilines. This chemistry involves a novel C–C bond transformation and offers a versatile protocol for the synthesis of substituted anilines. The use of O2 as an environmentally benign oxidant is demonstrated, and studies on model compounds suggest that this method may also be used for the depolymerization of lignin.

Aromatic amine compound synthesis method

The invention discloses an aromatic amine compound synthesis method which is characterized in that the method is implemented according to any of two methods. The first method includes the steps: mixing an alkyl aromatic compound with a general formula (I) and a nitrogen-containing compound with a general formula (II); performing reaction on mixture under an oxidizing agent and an organic solvent to obtain an aromatic amine compound with a general formula (III). The second method includes the steps: mixing an aromatic alcohol derivative with a general formula (I') and the nitrogen-containing compound with the general formula (II); performing reaction on mixture under an acid additive and an organic solvent to prepare the aromatic amine compound with the general formula (III). According to the method, a lot of alkyl aromatic compounds or aromatic alcohol derivatives firstly serve as raw materials, and the raw materials are reacted to generate the aromatic amine compound without the action of metal catalysis. Compared with a traditional synthesis method, the synthesis method has the advantages that the method is high in yield and simple in condition, waste discharging amount is less,metal participation is omitted, a reaction device is simple, industrial production is easily achieved and the like. The method has a wide application prospect.

Olefin-Stabilized Cobalt Nanoparticles for C=C, C=O, and C=N Hydrogenations

The development of cobalt catalysts that combine easy accessibility and high selectivity constitutes a promising approach to the replacement of noble-metal catalysts in hydrogenation reactions. This report introduces a user-friendly protocol that avoids complex ligands, hazardous reductants, special reaction conditions, and the formation of highly unstable pre-catalysts. Reduction of CoBr2 with LiEt3BH in the presence of alkenes led to the formation of hydrogenation catalysts that effected clean conversions of alkenes, carbonyls, imines, and heteroarenes at mild conditions (3 mol % cat., 2–10 bar H2, 20–80 °C). Poisoning studies and nanoparticle characterization by TEM, EDX, and DLS supported the notion of a heterotopic catalysis mechanism.

Structure-activity relationship study of E6 as a novel necroptosis inducer

Necroptosis inducers represent a promising potential treatment for drug-resistant cancer. We herein describe the structure modification of E6, which was identified recently as a potent and selective necroptosis inducer. The studies described herein demonstrate for the first time that functionalized biphenyl derivatives possess necroptosis inducer activity. Furthermore, these studies have led to the identification of two promising compounds (5h and 5j) that can be used for further optimization studies as well as mechanism of action investigations.

A novel aromatic alkylation of anilines with cyclic and acyclic ketones under hydrothermal conditions

A novel aromatic ring-alkylation was achieved by condensation between aniline-HCl salts and cyclic or acyclic ketones under hydrothermal conditions.

Photochemical conversion of 4-chloroaniline into 4-alkylanilines

Irradiation of 4-chloroanilines in the presence of alkenes gives 4-(2′-chloroalkyl)-anilines. When the irradiation is carried out in the presence of NaBH4, 4-alkylanilines are obtained directly. The reaction appears to occur via the corresponding phenyl cation.

Photoinduced, ionic Meerwein arylation of olefins

Irradiation of 4-chloroaniline or of its N,N-dimethyl derivative in polar solvents generates the corresponding triplet phenyl cations. These are trapped by alkenes yielding arylated products in medium to good yields. B3LYP calculations show that the triplet cation slides with negligible activation energy to a bonded adduct with ethylene, whereas it forms only a marginally stabilized CT complex with water (chosen as a representative σ nucleophile). The structure of the final products depends on the preferred path from the adduct cation with the alkene. In the case of aryl olefins, this deprotonates to stilbene derivatives, while, from 2,3-dimethyl-2-butene and allytrimethylsilane, allylanilines are obtained by elimination of an electrofugal group in γ. In the case of mono- and disubstituted alkenes the cation adds chloride rather than eliminating and β-chloroalkylanilines are obtained. The regio- and sterochemistry of the addition across the alkene are best understood with a phenonium ion structure for the adduct. The nucleophile entering in fi can be varied under conditions in which the adduct cation is trapped more efficiently than the starting phenyl cation. Thus, β-methoxyalkylanilines are formed when the irradiation is carried out in methanol. β-Iodoalkylanilines are obtained in acetonitrile containing iodide and unsubstituted alkylanilines in the presence of sodium borohydride. A case of intramolecular nucleophilic trapping is found with 4-pentenoic acid. The reaction is a wide-scope ionic analogue of the radicalic Meerwin arylation of olefins.

Method for preparing aromatic secondary amino compound

Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added. In a further aspect, a method is provided for the preparation of aminodiphenylamine by reacting phenylenediamine and cyclohexanone in the presence of a hydrogen transfer catalyst in a sulfur-free polar solvent while using nitroaniline as a hydrogen acceptor.

Synthesis of Certain Mesogenic Azomethines Derived from 4-Cycloalkylanilines and from 4-Cycloalkylbenzaldehydes

General procedures are described for the synthesis of members of five pairs of related homologous series of mesogenic azomethines differing in the mode of linkage of the CH=N group and containing a cycloalkyl group in a terminal position.