46721-86-2

Upstream product

• 7007-15-0 3-benzoyl-1,3-oxazolidin-2-one 
• 3218-02-8 cyclohexylmethylamine 
• 55-21-0 benzamide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 93-58-3 benzoic acid methyl ester 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 100-47-0 benzonitrile 
• 614-45-9 tert-Butyl peroxybenzoate 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 65-85-0 benzoic acid 
• 91344-86-4 3-methoxy-3-oxoprop-1-en-1-yl benzoate 
• 88070-48-8 N-methylbenzamide 
• 110-82-7 cyclohexane 

Downstream Products

• 4352-47-0 N-(cyclohexylmethyl)(phenyl)methanamine 

Relevant academic research and scientific papers

Reductive N-alkylation of amides, carbamates and ureas

A one pot selective mono N-alkylation of primary amides, thioamides, carbamates and ureas has been developed using aromatic and aliphatic aldehydes as alkylating agents and trifluoroacetic acid / triethylsilane as reagents. Application to an efficient synthesis of a primary amine from the corresponding aldehyde via the carbamate intermediate is presented.

Reductive Amidation without an External Hydrogen Source Using Rhodium on Carbon Matrix as a Catalyst

An efficient method for preparation of secondary amides from primary amides and aldehydes using rhodium on carbon matrix as catalyst was developed. The method does not require any external hydrogen source and carbon monoxide is used as a reducing agent. The most active rhodium catalysts were characterized by BET, TEM and XPS techniques. Unexpectedly, it was found that heterogeneous rhodium on carbon matrix works as precatalyst for homogenous active species due to leaching of rhodium to the solution. Various secondary amides were synthesized and checked for antifungal activity. 4-Methoxy-N-(4-methoxybenzyl)benzamide demonstrated promising activity against Rhizoctonia Solani.

An unprecedented cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides

A novel and facile cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides was developed for the synthesis of aryl amides. It was unprecedented that C[sbnd]N bond formation product was selectively generated without the common N[sbnd]O bond formation product. Aroyl peroxides act as the sole aroylation reagent without additional base or oxidant. The reactions proceeded under mild conditions and showed broad substrates scope with a series of primary amines and aroyl peroxides.

Nickel-Catalyzed Cross-Dehydrogenative Coupling of α-C(sp3)-H Bonds in N-Methylamides with C(sp3)-H Bonds in Cyclic Alkanes

A nickel-catalyzed cross-dehydrogenative coupling reaction of α-C(sp3)-H bonds in N-methylamides with C(sp3)-H bonds from cyclic alkanes has been developed, which offers a cheap transition-metal-catalyzed C-H activation method for amides without the requirement for any extraneous directing group. This new strategy is highly selective and tolerates a variety of functional groups. Mechanistic investigations into the reaction process are also described in detail.

Direct Amidation of Carboxylic Acids through an Active α-Acyl Enol Ester Intermediate

The development of a highly efficient and simple protocol for the direct amidation of carboxylic acids is described employing ynoates as novel coupling reagents. The transformation proceeds in good to excellent yields via in situ α-acyl enol ester intermediates formation under mild reaction conditions. This useful method has been demonstrated for a range of substrates to provide a succinct access to structurally diverse amides, including key intermediates of glibenclamide, tiapride hydrochloride, and nateglinide, and can be conducted on a mole scale.

A polymer supported Cu(II) catalyst for oxidative amidation of benzyl alcohol and substituted amines in TBHP/H2O

A new polymer supported copper complex of 2,6-bis(benzimidazolyl)pyridine Cu(PS-BBP)Cl2 was prepared and characterized by elemental analyses, AAS, ESR, IR and UV–Vis spectral studies, magnetic moment measurement and thermogravimetric analyses. A facile oxidative coupling of alcohols and amines to synthesize amides was developed using Cu(PS-BBP)Cl2 as a catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant using water as a solvent in a one-pot process. The optimum conditions were determined for the reaction of benzyl alcohol and benzylamine by varying solvents, temperature, substrate to TBHP ratio and catalyst concentration and the yield resulted was found to be 95%. The catalyst showed excellent catalytic activity and reusability. A tentative reaction mechanism has been proposed.

Electrogenerated superoxide anion induced oxidative amidation of benzoin

Amide function is very important in both organic and medicinal chemistry. Benzamides can be obtained in good to high yields by reaction of benzoin, primary or secondary amines, molecular oxygen and electrogenerated superoxide anion (obtained with galvanos

Method for preparing amide compound from 2-diazo-1, 3-dicarbonyl compound as acylating agent

The invention provides a method for preparing an amide compound from a 2-diazo-1, 3-dicarbonyl compound as an acylating agent under non-metallic catalysis and neutral conditions. The method uses 2-diazo-1, 3-dicarbonyl compound as a raw material and carries out different benzoyl protection on different amino compounds so that a series of amide compounds are prepared. The method is carried out under neutral conditions, prevents the limitation of reaction substrates under conventional alkaline conditions, and has mild reaction conditions, high reaction efficiency and a simple operation method. The method provides a new and convenient method for preparation of amide compounds and protection of amino groups and can be used in the fields of chemical medicine, biology and materials.

A process for preparing N - alkyl amide method (by machine translation)

The invention discloses a method for preparing N - alkyl amide of the method. In the reaction container, joins the nitrile, oxime, transition metal catalyst iridium complex [Cp * IrCl2 ]2 , Toluene; the reaction mixture in 100 °C reaction under 6 hours, cooling to room temperature; then the alcohol and alkali compound is added, the reaction mixture in the 130 °C react again under 12 hours later, then through the column separation, to obtain the target compound. The invention from the fully commercialized nitrile, proceed wowo and mellow, in the participation of transition metal iridium catalyst, to directly obtain N - alkyl amide, the reaction exhibits three significant advantages: 1) the use of the commercialization of the starting material; 2) low catalyst load; 3) is environment-friendly and easy to control. Therefore, the reaction in accordance with the requirement of green chemistry, has broad prospects of development. (by machine translation)

Method for synthesizing N-alkylamide

The invention discloses a method for synthesizing N-alkylamide. In a reaction container, adding nitrile, a complex of a transition-metal catalyst gold, a solvent tetrahydrofuran and H2O; reacting a reaction mixture for several hours at the temperature of 130-140 DEG C, cooling the reaction mixture to room temperature, performing vacuum pressure reduction to remove the solvent; adding a compound alcohol, alkali, the complex of a transition-metal catalyst iridium, a solvent toluene, reacting the reaction mixture for several hours at the temperature of 130 DEG C, through column separation, obtaining a target compound. According to the invention, with participation of the transition-metal catalyst, commercial nitrile is hydrolyzed to generate an amide intermediate, and then is subjected to an alkylation reaction with alcohol to obtain N-alkylamide. The reaction has three obvious advantages: 1) the commercial nitrile and alcohol which is almost nontoxic are taken as initial raw materials; 2) only water is generated as a by-product in the reaction, so that the reaction has no harm on environment; and 3) reaction atom economy is high. The reaction accords with green chemistry requirement, and has wide development prospect.