29237-95-4

Upstream product

• 3287-99-8 benzylamine hydrochloride 
• 36942-09-3 N,N-dichlorourea 
• 100-46-9 benzylamine 
• 16844-21-6 N-Chlorourethan 
• 52175-97-0 chloro-carbamic acid propyl ester 
• 71-43-2 benzene 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 100-52-7 benzaldehyde 
• 120343-46-6 (S)-N-benzyl-N-(α-methyl-p-methoxybenzyl)amine 
• 14429-03-9 (R)-N-benzyl-N-(α-methyl-p-methoxybenzyl)amine 
• 405-81-2 N-benzyl-4-(trifluoromethyl)aniline 
• 1485-70-7 N-benzylbenzamide 
• 7595-68-8 N-benzyl-3-nitrobenzamide 
• 725-38-2 N-benzyl-4-fluorobenzamide 
• 3940-84-9 N-benzyl-3,4,5-trimethoxybenzamide 
• 80311-89-3 4-bromo-N-benzylbenzamide 
• 82082-50-6 N-benzyl-2-bromobenzamide 
• 82082-49-3 N-benzyl-(3-chloro)benzamide 
• 2585-26-4 4-nitro-N-benzylbenzamide 
• 7461-34-9 N-benzyl-p-chlorobenzamide 
• 7465-87-4 N-benzyl-4-methoxybenzamide 

Relevant academic research and scientific papers

Two-step continuous flow synthesis of amide via oxidative amidation of methylarene

A green and efficient method for the synthesis of amides has been developed through oxidative amidation between methylarenes with amines in a two-step continuous flow system. This method integrates methylarene oxidation and amide formation into a single operation which is usually accomplished separately. Oxidation with tert-butyl hydroperoxide (TBHP) as “green” oxidant, the synthesis of amides under mild reaction conditions in continuous flow system and the utilization of methylarenes as starting material make this methodology novel and environment friendly. The practical value of this method is highlighted through the synthesis of high-profile pharmaceutical agents, acetylprocainamide.

Copper-catalyzed one-pot oxidative amidation between methylarenes and amines

A new method for the direct one-pot oxidative amidation between methylarenes and amines catalyzed by copper has been developed. This method integrates methylarene oxidation and amide bond formation, which are usually accomplished separately, into a single operation. In addition, the reaction provides a relatively high yield and has a wide substrate scope. Moreover, the starting reagents are abundant and available in a convenient way at a cheaper price.

Copper-catalyzed one-pot oxidative amidation of alcohol to amide via C-H activation

A one-pot oxidative amidation of both aliphatic and aromatic alcohols with N-chloramines, prepared in situ from many types of primary and secondary amines, was developed. This cross-coupling reaction integrates alcohol oxidation and amide bond formation, which are usually accomplished separately, into a single operation. And it was green, simple and convenient, which has a wide substrate scope and makes use of cheap, abundant, and easily available reagents. The practical value of this method is highlighted through the synthesis of a high-profile pharmaceutical agent, acetylprocainamide.

Iodine-catalyzed efficient amide formation from aldehydes and amines

An efficient iodine-catalyzed radical oxidative amidation of aldehydes with amines has been developed. This methodology was employed to prepare amides in good to excellent yields with the advantages of wide functional group tolerance and operational simplicity.

AIBN-initiated metal free amidation of aldehydes using N-chloroamines

An efficient and environmentally benign amidation of aldehydes with N-chloroamines has been developed using AIBN as an initiator. This methodology offers a metal free and base free approach and is endowed with mild reaction conditions, high yields, and good functional group tolerance.

Kinetic study of the formation of N-chloro compounds using N-chlorosuccinimide

Second-order rate constants were determined for the chlorination reaction of 2,2,2-trifluoethylamine and benzylamine with N-chlorosuccinimide at 25 °C and an ionic strength of 0.5 M. These reactions were found to be of first order in both reagents. According to the experimental results, a mechanism reaction was proposed in which a chlorine atom is transferred between both nitrogenous compounds. Kinetics studies demonstrate that the hydrolysis process of the chlorinating agent does not interfere in the chlorination process, under the experimental conditions used in the present work. Free-energy relationships were established using the results obtained in the present work and others available in the literature for chlorination reactions with N-chlorosuccinimide, being the pKa range included between 5.7 and 11.22. Copyright

Reactions of chlorination with tert-butyl hypochlorite (TBuOCl)

The chlorination reactions of nitrogenous organic compounds (2,2,2-trifluoroethylamine, benzylamine, glycine, and dimethylamine) by tert-butyl hypochlorite (tBuOCl) were studied at 25°C, ionic strength 0.5 M and under isolation conditions. The kinetic results obtained in the formation processes of the corresponding N-chloramines in acid medium (pH = 5-7) are summarized in this paper. Kinetic studies showed a first order with respect to tBuOCl concentration. The chlorination reactions involving benzylamine, glycine and dimethylamine were all first order with respect to nitrogenous compound concentration and approximately -1 order with respect to proton concentration. The reaction with 2,2,2-trifluoroethylamine was more complex, and the order of reaction with respect to the amine varied with pH.

Reactions of chlorination with tert-butyl hypochlorite (TBuOCl)

The chlorination reactions of nitrogenous organic compounds (2,2,2-trifluoroethylamine, benzylamine, glycine, and dimethylamine) by tert-butyl hypochlorite (tBuOCl) were studied at 25°C, ionic strength 0.5 M and under isolation conditions. The kinetic results obtained in the formation processes of the corresponding N-chloramines in acid medium (pH = 5-7) are summarized in this paper. Kinetic studies showed a first order with respect to tBuOCl concentration. The chlorination reactions involving benzylamine, glycine and dimethylamine were all first order with respect to nitrogenous compound concentration and approximately -1 order with respect to proton concentration. The reaction with 2,2,2-trifluoroethylamine was more complex, and the order of reaction with respect to the amine varied with pH.

Cobalt-catalyzed electrophilic amination of arylzincs with N-chloroamines

Roles reversed: An efficient cobalt-catalyzed electrophilic amination of arylzinc reagents has been achieved. A variety of functionalized arylzincs and N-chloroamines were coupled under mild conditions (see scheme). Both secondary and tertiary arylamines were obtained in moderate to excellent yields. Copyright

Iron-catalysed oxidative amidation of alcohols with amines

A new iron-catalysed oxidative amidation of differently substituted benzylic alcohols with mono- and di-substituted amines was developed. The Royal Society of Chemistry 2013.