6840-29-5

Upstream product

• 463-51-4 Ketene 
• 758640-21-0 N-Benzylaniline 
• 108-24-7 acetic anhydride 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 62-53-3 aniline 
• 100-44-7 benzyl chloride 
• 103-84-4 Acetanilid 
• 538-51-2 benzylidene phenylamine 
• 75-36-5 acetyl chloride 
• 201230-82-2 carbon monoxide 
• 74-88-4 methyl iodide 
• 74-86-2 acetylene 
• 614-30-2 N-methyl-N-phenyl-benzenemethanamine 
• 588-46-5 N-(phenylmethyl)acetamide 

Downstream Products

• 961-71-7 Antergan 
• 103-84-4 Acetanilid 
• 856352-63-1 4-(N-acetyl-anilinomethyl)-benzenesulfonyl chloride 
• 854639-59-1 3-(N-acetyl-anilinomethyl)-benzenesulfonyl chloride 
• 400777-69-7 N-benzyl-N-(1-methylcyclopropyl)-N-phenylamine 
• 400777-73-3 N-(1-methylcyclopropyl)-N-phenylamine 
• 92-59-1 N-benzyl-N-ethylaniline 
• 758640-21-0 N-Benzylaniline 
• 73308-43-7 N-benzyl-3-oxo-N-phenylbutanamide 
• 1007843-15-3 C₄₄H₄₀N₂O₃ 
• 857622-50-5 [4-(N-acetyl-anilinomethyl)-benzenesulfonyl]-guanidine 
• 857621-15-9 4-(N-acetyl-anilinomethyl)-benzenesulfonic acid methylamide 
• 856358-08-2 4-(N-acetyl-anilinomethyl)-benzenesulfonic acid amide 

Relevant academic research and scientific papers

Method for promoting acylation of amine or alcohol by carbon dioxide

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Electrophilic Amination with Nitroarenes

An exceptionally general electrophilic amination, which directly transforms commercially available nitroarenes into alkylated aromatic aminoboranes with zinc organyl compounds was developed. The reaction starts with a two-step partial reduction of the nitro group to a nitrenoid, which is used in situ as the electrophilic amination reagent. To facilitate isolation, the resulting air- and moisture-sensitive aminoboranes were reacted with a range of electrophiles. The method not only represents a direct transformation of nitro compounds into electrophilic amination reagents but also provides an elegant alternative to dehydrocoupling methods for the generation of aminoboranes.

Transition metal-free N-arylation of secondary amides through iodonium salts as aryne precursors

By using a diaryliodonium salt as a benzyne precursor, a transition metal-free approach for N-arylation of secondary amides is developed. This novel benzyne precursor, which can be prepared easily by a one step process from an aryl iodide, shows different reactivities with previous benzyne precursors in the N-arylation reaction. Mechanistic studies confirm the involvement of benzyne species (generated in situ from the diaryliodonium salts) as key intermediates.

Preparation of conformationally restricted β2,2- and β2,2,3-amino esters and derivatives containing an all-carbon quaternary center

β-Amino acids are routinely incorporated into peptidic drugs to increase their stability and to incur conformational biases. However, the synthesis of highly substituted β-amino acids still represents a great challenge. A new approach to their preparation is reported involving a Vilsmeier-Haack reaction with nonaromatic carbon nucleophiles. The highly challenging preparation of contiguous tertiary and all-carbon quaternary centers was successfully used to generate several β2,2,3-amino esters, such as derivatives of homoproline, homoalanine, and homopipecolinic esters.

Copper(I)-Catalyzed Reductive Cross-Coupling of N-Tosylhydrazones with Amides: A Straightforward Method for the Construction of C(sp3)- N Amide Bonds from Aldehydes

A method for the one-pot synthesis of substituted amides from aldehydes and amides is presented. Namely, condensation of aldehydes with N-tosylhydrazide generated the N-tosylhydrazones which were then reductively cross-coupled in situ with primary or secondary amides in the presence of a copper catalyst to afford secondary or tertiary amides, respectively. The reaction proceeded efficiently for a wide range of aldehydes and amides under the optimized conditions, i.e., 10 mol% of tetrakis(acetonitrile)copper(I) tetrafluoroborate [Cu(CH3CN)4BF4], 1 mol% of tetra-n-butylammonium iodide [(n-Bu)4NI], and sodium hydroxide [NaOH] as base in tetrahydrofuran (THF) at 80 C. As a result, the method provides a straightforward route for the synthesis of substituted amides from readily available aldehydes via a transition metal-catalyzed C(sp3)- N amide bond forming reaction.

The copper-catalyzed aerobic oxidative amidation of tertiary amines

A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines. Due to the use of the O2 oxidant, various functional groups were well tolerated under the present conditions. Extensive substrates studies demonstrated its potential as a practical approach for the synthesis of tertiary amides.

Solvent free acid catalysed direct N-alkylation of amines with alcohols using Al grafted MCM-41

The catalytic activity of Al grafted MCM-41 (Al-MS) was explored for solvent free acid catalysed direct N-alkylation of amines using alcohols as green alkylating agent to establish a clean method for synthesis of N-alkylated amines. The study revealed that acidity of Al-MS catalyst, reaction conditions and substrate's (amines and alcohols) nature are important factors influencing the N-alkylation reaction. The Al grafted MCM-41 with Si/Al molar ratio of 5 showed excellent activity for N-alkylation of amines with alcohols. The reusability of spent catalyst regenerated by simple washing with acetone was demonstrated for subsequent four reaction cycles.

Amide bond formation through iron-catalyzed oxidative amidation of tertiary amines with anhydrides

A general and efficient method for amide bond synthesis has been developed. The method allows for synthesis of tertiary amides from readily available tertiary amines and anhydrides in the presence of FeCl2 as catalyst and tert-butyl hydroperoxide in water (T-Hydro) as oxidant. Mechanistic studies indicated that the in situ-generated α-amino peroxide of tertiary amine and iminium ion act as key intermediates in this oxidative transformation.

Synthesis of amides from imines using Et3SiH/Zn system

A simple and efficient approach for the synthesis of amides by the reaction of imines and acyl chlorides in the presence of Et3SiH/Zn system in THF at ambient temperature is reported. Mild reaction conditions, good yields of products, short reaction time and operational simplicity are the advantages of this procedure. Copyright

A new method for the synthesis of amides from imines

An efficient and straightforward method for the synthesis of amides by the reaction of imines and anhydrides in the presence of Et3SiH/Zn is reported. Mild reaction conditions, good yields of products, short reaction times, and operational simplicity are advantages of this procedure.