3299-64-7

Usage

Uses

Used in Oil and Gas Industry:
N,N'-Dicyclohexyloxamide is used as a corrosion inhibitor for protecting metal surfaces from corrosion and degradation in acidic or harsh environments.
Used in Industrial Cleaning and Water Treatment:
N,N'-Dicyclohexyloxamide is used as a component in industrial cleaning and water treatment processes, leveraging its protective properties to enhance the performance of these applications.
Used in Lubricant and Coolant Production:
N,N'-Dicyclohexyloxamide is used as a manufacturing intermediate in the production of lubricants and coolants, contributing to their adhesive and protective qualities.
Used in Chemical and Pharmaceutical Manufacturing:
N,N'-Dicyclohexyloxamide is employed as an intermediate in the synthesis of other chemicals and pharmaceuticals, playing a crucial role in the development of various products across these industries.

Upstream product

• 108-91-8 cyclohexylamine 
• 95-92-1 oxalic acid diethyl ester 
• 79-37-8 oxalyl dichloride 
• 13144-62-2 2-(cyclohexylamino)-2-oxoacetic acid 
• 107-21-1 ethylene glycol 
• 124-38-9 carbon dioxide 
• 86072-19-7 methyl N-cyclohexyloxamate 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 67-56-1 methanol 
• 3659-97-0 1-methylparabanic acid 
• 3173-53-3 Cyclohexyl isocyanate 
• 3173-53-3 cyclohexyl isocyanate 
• 1619-73-4 ethyl 2-oxo-4-phenylbut-3-ynoate 

Downstream Products

• 861012-00-2 N,N’-dicyclohexyl-N,N’-dinitrooxalamide 
• 74386-79-1 N-cyclohexylnitramine 

Relevant academic research and scientific papers

Visible-Light-Induced Palladium-Catalyzed Dehydrogenative Carbonylation of Amines to Oxalamides

The palladium-catalyzed oxidative carbonylation of amines toward the synthesis of oxalamides has been established around 30 years ago and it usually needs the presence of (over)stoichiometric amounts of oxidant. In this work, the first transformation of this type in which the oxidant was replaced by visible light is described. The new approach uses a simple robust Pd complex, which can even be partially recycled. A mechanistic reason is provided and supported by control experiments and EPR studies, showing that PdI was formed and Pd0 was the active species. Both nitrogen- and the intermediate acyl radical can be detected. Moreover, the formation of hydrogen was confirmed by gas GC.

Synthesis of oxalamides by acceptorless dehydrogenative coupling of ethylene glycol and amines and the reverse hydrogenation catalyzed by ruthenium

A sustainable, new synthesis of oxalamides, by acceptorless dehydrogenative coupling of ethylene glycol with amines, generating H2, homogeneously catalyzed by a ruthenium pincer complex, is presented. The reverse hydrogenation reaction is also accomplished using the same catalyst. A plausible reaction mechanism is proposed based on stoichiometric reactions, NMR studies, X-ray crystallography as well as observation of plausible intermediates.

CuI/Oxalic Diamide-Catalyzed Cross-Coupling of Thiols with Aryl Bromides and Chlorides

We report a general copper-catalyzed cross-coupling of thiols with aryl halides by using N-aryl-N′-alkyl oxalic diamide (L3) or N,N′-dialkyl oxalic diamide (L5) as the ligand. Both aryl and alkyl thiols can be coupled with unactivated aryl bromides and chlorides to give the desired products in good yields. Furthermore, this system features a broad substrate scope and good tolerance of functional groups. Importantly, the oxalic diamides are stable and can be prepared easily from commercially available and cheap starting materials.

Tuning Synergistic Effect of Au-Pd Bimetallic Nanocatalyst for Aerobic Oxidative Carbonylation of Amines

The activation and utilization of carbon monoxide is of crucial importance to C1 chemistry. Various catalytic transformation processes have been developed and studied in the last century, and oxidative carbonylation of amines is one of them. Catalysts that have been identified to date for the oxidative carbonylation of amines generally show relatively low activity and/or selectivity. Herein, a metal-organic framework (MOF), i.e., MOF-253 prepared from AlCl3·6H2O and 2,2′-bipyridine-5,5′-dicarboxylic acid, was employed as a support of gold-palladium bimetallic nanoparticles (Au-Pd/MOF) for the oxidative carbonylation of amines under mild conditions. Compared to palladium or gold monometallic catalysts, higher catalytic activity (turnover frequency up to 2573 h-1) and selectivity in the carbonylation of amines were achieved by Au-Pd/MOF bimetallic catalysts through adjusting the molar ratio of gold and palladium within the framework. A breathing effect of Au-Pd/MOF in the catalytic process was further observed from kinetic profiles and powder X-ray diffraction for the first time.

CO-use CO2 Method for synthesizing N, N - dialkyl oxalate

The invention provides a method for synthesizing N,N-dialkyl oxamide by using CO2. According to the method, in an organic or inorganic solvent, one-step synthetic reaction is performed on the CO2 and organic amine to synthesize the N,N-dialkyl oxamide, with N,N-dialkyl urea and water as byproducts, in the presence of a certain catalyst and under a certain reaction condition that the reaction pressure is 10-80atm and the reaction temperature is 100-200 DEG C. The invention discloses the method for synthesizing the N,N-dialkyl oxamide by using the CO2. According to the method, a valuable and toxic metal catalyst and a toxic and explosive gas in the prior art are not used, and reactants, products, and added components in a system are safe and environment-friendly; the yield is considerable; technically, an improvement room exists; a safe and environment-friendly new method is provided for preparing the N,N-dialkyl oxamide.

Selective oxidative carbonylation of amines to oxamides and ureas catalyzed by palladium complexes

A new process for converting secondary amines into N,N,N′,N′- tetraalkyloxamides under CO pressure, catalyzed by homogeneous palladium complexes in the presence of 1,4-dichloro-2-butene (DCB) as an oxidant, has been developed. The mechanism of the oxidative double-carbonylation process, consisting of the oxidation of Pd(0) to Pd(11) with DCB through a β-chloride elimination of the η3-(chloromethyl) allylpalladiuni(11) intermediate, the formation of mono- and bis(carbamoyl)palladium species, and a reductive elimination of the two carbamoyl ligands, is proposed based on studies of the behavior of carbamoylpalladium complexes. When primary amines are employed with DCB as the oxidant, N,N′-dialkyloxamide is catalytically produced, whereas urea is exclusively produced when iodine is used as the oxidant. The reaction of an N-monopropylcarbamoylpalladium complex with propylamine under CO gave N,N′-dipropylurea, whereas a treatment with diethylamine yielded unsymmetrical N,N-diethyl-N′-propylurea, implying the intermediate formation of propyl isocyanate that is converted into the urea upon a reaction with the added amine. A kinetic study on the reaction of chloro-N- propylcarbamoylpalladium with triethylamine suggested a process proceeding through a base-promoted dcprolonalion of the N-monoalkylcarbamoyl ligand to form propyl isocyanate.

A novel PdCl2/ZrO2-SO42- catalyst for synthesis of carbamates by oxidative carbonylation of amines

At 170°C and ca. 4.0 MPa, oxidative carbonylation of aromatic amines to synthesize corresponding carbamates over a novel PdCl2/ZrO2-SO42- catalyst could proceed with high conversion and selectivity.

First gold(I) complex-catalyzed oxidative carbonylation of amines for the syntheses of carbamates

At 200 °C and 5 MPa of initial total pressure, the oxidative carbonylation of amines for the synthesis of the corresponding carbamates by Au(I) complexes as catalysts was conducted with excellent conversion and selectivity.

A novel approach for the one-pot preparation of α-amino amides by pd-catalyzed double carbohydroamination

A new domino reaction sequence, a palladium-catalyzed double carbohydroamination, which involves double carbonylation, amine condensation, and hydrogenation from an aryl iodide(1), a primary amine (2), and synthetic gas has been realized as a novel synthetic means for the one-pot synthesis of α-amino amides (3).

A novel ZrO2-SO42- supported palladium catalyst for syntheses of disubstituted ureas from amines by oxidative carbonylation

The syntheses of disubstituted ureas by carbonylation of a series of amines in the presence of a sulfate modified zirconia supported palladium catalyst was investigated at an initial total pressure of 4.0 MPa and 135°C. High conversions and yields were achieved for the synthesis of symmetric dialkylureas. This supported catalyst could also be easily separated and recovered after reaction.