17761-41-0

Upstream product

• 103-49-1 dibenzylamine 
• 112160-74-4 acetic acid-(2,4,N-trichloro-anilide) 
• 67-66-3 chloroform 

Downstream Products

• 52805-39-7 4-(N,N-dibenzylamino)benzonitrile 
• 28673-73-6 N,N-dibenzyl-2,2-dimethylpropionamide 
• 1372314-22-1 N,N-dibenzyl-4-cyanophenylamide 
• 346664-08-2 N,N-dibenzyl-4-bromobenzamide 
• 23825-35-6 N,N-dibenzylbenzamide 
• 69833-22-3 N,N-dibenzylbutanamide 
• 88229-28-1 N,N-dibenzyl-4-methylbenzamide 
• 329938-55-8 N,N-dibenzyl-2-bromobenzamide 
• 7461-37-2 N,N-dibenzyl-4-chlorobenzamide 
• 1206465-64-6 N,N-dibenzyl-4-(trifluoromethyl)benzamide 
• 1531629-20-5 N-(quinolin-8-yl)-2-N-(N-dibenzylamino)-3-naphthalenecarboxamide 
• 57409-26-4 N,N-dibenzyl-4-methoxybenzamide 
• 7476-66-6 methyl 2-chloro-2-phenylethanoate 
• 345579-56-8 N,N-dibenzyl-2-phenylglycine methyl ester 

Relevant academic research and scientific papers

Simple and Versatile Laboratory Scale CSTR for Multiphasic Continuous-Flow Chemistry and Long Residence Times

A universal multistage cascade CSTR has been developed that is suitable for a wide range of continuous-flow processes. Coined by our group the "Freactor" (free-to-access reactor), the new reactor integrates the efficiency of pipe-flow processing with the advanced mixing of a CSTR, delivering a general "plug-and-play" reactor platform which is well-suited to multiphasic continuous-flow chemistry. Importantly, the reactor geometry is easily customized to accommodate reactions requiring long residence times (≥3 h tested).

Continuous formation of N-chloro-N,N-dialkylamine solutions in well-mixed meso-scale flow reactors

The continuous flow synthesis of a range of organic solutions of N,N-dialkyl-N-chloramines is described using either a bespoke meso-scale tubular reactor with static mixers or a continuous stirred tank reactor. Both reactors promote the efficient mixing of a biphasic solution of N,N-dialkylamine in organic solvent, and aqueous sodium hypochlorite to achieve near quantitative conversions, in 72-100% in situ yields, and useful productivities of around 0.05 mol/h with residence times from 3 to 20 minutes. Initial calorimetric studies have been carried out to inform on reaction exotherms, rates and safe operation. Amines which partition mainly in the organic phase require longer reaction times, provided by the CSTR, to compensate for low mass transfer rates in the biphasic system. The green metrics of the reaction have been assessed and compared to existing procedures and have shown the continuous process is improved over previous procedures. The organic solutions of N,N-dialkyl-N-chloramines produced continuously will enable their use in tandem flow reactions with a range of nucleophilic substrates.

N-NITROSAMINES via THE PHASE-TRANSFER MEDIATED NITROSATION OF SECONDARY AMINES WITH SODIUM NITRITE AND N-HALOAMIDES

Secondary amines are cleanly and readily converted to the corresponding N-nitrosamines in high yields under phase-transfer conditions by means of sodium nitrite and N-haloamides; the active nitrosating agent is presumed to be dinitrogen tetroxide.

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.

New method for the preparation of N-chloroamines by oxidative N-halogenation of amines using oxone-KCl

A mild and efficient method for preparation of N-chloroamines by oxidative N-halogenation of primary/secondary amines using oxone-KCl is described.

A green, isocyanide-based three-component reaction approach for the synthesis of multisubstituted ureas and thioureas

A one-pot, isocyanide based multicomponent protocol was presented starting from secondary amines towards (thio)urea derivatives and utilized for the construction of a diverse 27-membered chemical library. Following a green compatible microwave assisted condition, the formed N,N′-multisubstituted (thio)ureas were obtained in up to 85% yield.

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.

A telescopic one-pot synthesis of β-lactam rings using amines as a convenient source of imines

A facile synthetic approach to substituted β-lactams was designed, using secondary benzylic amines and acid chlorides as starting materials. The reactions proceeded smoothly and all the products were obtained in good yields.

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.

Radical-Induced Metal and Solvent-Free Cross-Coupling Using TBAI-TBHP: Oxidative Amidation of Aldehydes and Alcohols with N-Chloramines via C-H Activation

A solvent-free cross-coupling method for oxidative amidation of aldehydes and alcohols via a metal-free radial pathway has been demonstrated. The proposed methodology uses the TBAI-TBHP combination which efficiently induces metal-free C-H activation of aldehydes under neat conditions at 50 °C or ball-milling conditions at room temperature.