3592-81-2

Usage

Uses

Used in Pharmaceutical Manufacturing:
N-cyclohexyl-N-propylamine is used as a chemical intermediate in the production of various pharmaceuticals. Its properties make it suitable for use in the synthesis of different types of medications.
Used in Pesticide Production:
N-cyclohexyl-N-propylamine is also utilized as an intermediate in the manufacturing of pesticides, contributing to the development of agricultural chemicals that protect crops.
Used in Rubber Chemicals:
N-cyclohexyl-N-propylamine is employed in the production of rubber chemicals, which are essential for enhancing the properties of rubber materials in various applications.
Used in Surfactant Production:
As a component in the synthesis of surfactants, N-cyclohexyl-N-propylamine helps in creating products that reduce the surface tension of liquids, which has a wide range of uses in cleaning and personal care products.
Used in Corrosion Inhibitors:
N-cyclohexyl-N-propylamine is used in the formulation of corrosion inhibitors, which are crucial for protecting metal surfaces from degradation in various industrial applications.
Used in Polyurethane Foam and Adhesives:
N-cyclohexyl-N-propylamine serves as a stabilizer in the production of polyurethane foams and adhesives, ensuring the quality and performance of these materials in a variety of uses, from insulation to bonding applications.

InChI:InChI=1/C9H19N/c1-2-8-10-9-6-4-3-5-7-9/h9-10H,2-8H2,1H3

Upstream product

• 108-94-1 cyclohexanone 
• 107-12-0 propiononitrile 
• 108-91-8 cyclohexylamine 
• 108-93-0 cyclohexanol 
• 6628-00-8 N-Allylcyclohexylamin 
• 71-23-8 propan-1-ol 
• 98-95-3 nitrobenzene 
• 100-60-7 N-methylcyclohexylamine 
• 74-85-1 ethene 
• 107-10-8 propylamine 
• 110-82-7 cyclohexane 
• 1821-39-2 2-propylaniline 
• 108-03-2 1-Nitropropane 
• 22668-89-9 N-(cyclohexylidene)-1-propanamine 

Downstream Products

• 14256-71-4 N-Cyclohexyl-N-propyl-aethylendiamin 
• 52702-96-2 2,6-Dibromo-4-[(cyclohexyl-propyl-amino)-methyl]-phenol 
• 57375-67-4 N-Isopropoxycarbonyl-3-(N-cyclohexyl-N-propylcarbamoyloxy)anilin 
• 69592-75-2 N-Cyclohexyl-4-(2-oxo-1,2-dihydro-quinolin-6-yloxy)-N-propyl-butyramide 
• 1195-49-9 N-cyclohexylpropionaldimine 
• 93142-32-6 N-cyclohexyl-N'-phenyl-N-propyl-urea 
• 1114590-89-4 N-[4-(aminosulfonyl)-2-methylphenyl]-6-[cyclohexyl(propyl)amino]pyrimidine-4-carboxamide 
• 1174409-94-9 C₂₂H₃₄N₂O₃ 
• 46711-23-3 <2-(Cyclohexyl-propyl-amino)-aethyl>-guanidin 
• 83604-88-0 2-{1-[2-(2-Chloro-phenyl)-ethyl]-4-hydroxy-piperidin-4-yl}-N-cyclohexyl-N-propyl-propionamide 
• 99175-78-7 N-cyclohexyl-N-propyl-formamide 
• 141312-52-9 N-Cyclohexyl-2-phenyl-N-propyl-acetamide 
• 83605-19-0 N-Cyclohexyl-N-propyl-propionamide 
• 64090-64-8 3-(2-Methoxy-aethoxycarbonyl-amino)-phenyl-N-cyclohexyl-N-propyl-carbamat 

Relevant academic research and scientific papers

Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions

Atomic economy, non-toxicity, harmlessness and multidirectional selectivity advocated by green chemistry have increasingly become a hot and difficult research topic. Herein, we present a highly efficient, one-pot tandem and easy-to-operate method through which we could directly produce a broad range of multi-directional selective hydrogenated amines or N-alkyl aliphatic amines using aromatic nitro compounds as raw materials. Ru/LDH with characteristics of layered mesoporous structure, well dispersed small Ru nanoparticles and LDH stabilization to the Ru NPs was employed as the catalyst. It is remarkable that multi-directional superb chemoselectivity to aromatic amines, alicyclic amines as well as N-alkyl aliphatic amines could be achieved with excellent catalytic activity and recyclability by tuning reaction conditions over 5wt%Ru/LDH-2. Additionally, this catalytic system also exhibited attractive activity and multi-directional chemoselectivity in the hydrogenation of quinoline and its derivatives with solvents of different polarity. Chemoselectivity to 5,6,7,8-tetrahydroquinoline derivatives could reach as high as 95.6 %.

Titanium-Catalyzed Hydroaminoalkylation of Ethylene

The first examples of titanium-catalyzed hydroaminoalkylation reactions of ethylene with secondary amines are presented. The reactions can be achieved with various titanium catalysts and they do not require the use of high pressure equipment. In addition, the first solid-state structure of a titanapyrrolidine that is formed by insertion of an alkene into the Ti?C bond of a titanaaziridine is reported.

One-step asymmetric synthesis of (R)- and (S)-rasagiline by reductive amination applying imine reductases

Imine reductases (IREDs) show great potential as catalysts for reductive amination of ketones to produce chiral secondary amines. In this work, we explored this potential and synthesized the pharmaceutically relevant (R)-rasagiline in high yields (up to 81%) and good enantiomeric excess (up to 90% ee) from the ketone precursor. This one-step approach in aqueous medium represents the shortest synthesis route from achiral starting materials. Furthermore, we demonstrate for the first time that tertiary amines also can be accessed by this route, which provides new opportunities for eco-friendly enzymatic asymmetric syntheses of these important molecules.

Photometric Characterization of the Reductive Amination Scope of the Imine Reductases from Streptomyces tsukubaensis and Streptomyces ipomoeae

Imine reductases (IREDs) have emerged as promising enzymes for the asymmetric synthesis of secondary and tertiary amines starting from carbonyl substrates. Screening the substrate specificity of the reductive amination reaction is usually performed by time-consuming GC analytics. We found two highly active IREDs in our enzyme collection, IR-20 from Streptomyces tsukubaensis and IR-Sip from Streptomyces ipomoeae, that allowed a comprehensive substrate screening with a photometric NADPH assay. We screened 39 carbonyl substrates combined with 17 amines as nucleophiles. Activity data from 663 combinations provided a clear picture about substrate specificity and capabilities in the reductive amination of these enzymes. Besides aliphatic aldehydes, the IREDs accepted various cyclic (C4–C8) and acyclic ketones, preferentially with methylamine. IR-Sip also accepted a range of primary and secondary amines as nucleophiles. In biocatalytic reactions, IR-Sip converted (R)-3-methylcyclohexanone with dimethylamine or pyrrolidine with high diastereoselectivity (>94–96 % de). The nucleophile acceptor spectrum depended on the carbonyl substrate employed. The conversion of well-accepted substrates could also be detected if crude lysates were employed as the enzyme source.

A biocatalytic cascade for the amination of unfunctionalised cycloalkanes

Here we describe a one-pot, three-enzyme, cascade involving a cytochrome P450 monooxygenase, an alcohol dehydrogenase and a reductive aminase for the synthesis of secondary amines from cycloalkanes. Amine product concentrations of up to 19.6 mM were achieved. The preparative scale amination of cyclohexane was also demonstrated with a space-time yield of 2 g L-1 d-1.

Simultaneous hydrodenitrogenation and hydrodesulfurization on unsupported Ni-Mo-W sulfides

The catalytic properties of unsupported Ni-Mo-W sulfides (composites of Ni-Mo(W)S2 mixed sulfides and Ni3S2) obtained from precursors synthesized via co-precipitation, hydrothermal, and thiosalt decomposition were explored

One-pot Reductive Amination of carbonyl Compounds with Nitro Compounds by Transfer Hydrogenation over Co–Nx as catalyst

A new method was developed for the synthesis of secondary amines through the one-pot reductive amination of carbonyl compounds with nitro compounds using formic acid as the hydrogen donor over a heterogeneous non-noble-metal catalyst (Co-Nx/C-800-AT, generated by the pyrolysis of the cobalt phthalocyanine/silica composite at 800°C under a N2 atmosphere and subsequent etching by HF). Both nitrogen and cobalt were of considerable importance in the transfer hydrogenation reactions with formic acid.

Ruthenium nanoparticle-intercalated montmorillonite clay for solvent-free alkene hydrogenation reaction

Well-characterized, ruthenium nanoparticle-intercalated montmorillonite clay was used as a catalyst in solvent-free alkene hydrogenation reactions and the corresponding products were obtained in good yields. The catalytic activity of ruthenium nanoparticle-intercalated montmorillonite clay was successfully tested with 16 different functionalized and non-functionalized alkenes. Apart from alkene reduction, the ruthenium nanoparticle-intercalated montmorillonite clay was also tested in Wittig-type reactions for obtaining dehydrobrittonin A, an important intermediate for the synthesis of brittonin A. Ruthenium nanoparticle-intercalated montmorillonite clay was found to be active in the synthesis of dehydrobrittonin A and brittonin A. The ability to recycle the catalyst nine times, together with low catalyst loading, high catalytic activity and catalytic selectivity were noteworthy advantages of the proposed protocol.

Palladium on activated carbon catalyzed reductive amination of aldehydes and ketones by triethylsilane

Various aldehydes and ketones were efficiently transformed into the corresponding amines using amine derivatives in the presence of triethylsilane and a catalytic amount of palladium on activated carbon in ethanol. The proposed method provides a one-pot synthesis of various amines in excellent yields after short reaction times.

One pot catalytic NO2 reduction, ring hydrogenation, and N-alkylation from nitroarenes to generate alicyclic amines using Ru/C-NaNO 2

A report to produce alicyclic amines and subsequent N-alkylation with alcohols using Ru/C-NaNO2 catalyzed facile transformation of nitrobenzene was investigated. Effects of solvent, temperature, pressure, reaction time, and molar-ratio of substrate/catalyst on product composition were also studied. These mechanistic studies explain that nitrobenzene undergoes hydrogenation reaction in the following order; -NO2 reduction to -NH2, aromatic ring-hydrogenation to alicyclic, and from the reaction of alcohol to give N-alkylated amines. This investigation shed lights on possible application to polyurethane chemistry since these amines are used as important precursors for diisocyanates.