4476-13-5

Upstream product

• 2038-03-1 4-(2-AMINOETHYL)MORPHOLINE 
• 93-89-0 benzoic acid ethyl ester 
• 93-58-3 benzoic acid methyl ester 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 769-78-8 vinyl benzoate 

Relevant academic research and scientific papers

Direct Amidation of Esters by Ball Milling**

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

Photocatalytic synthesis method of N-(2-morpholinoethyl) substituted benzamide compound

The invention relates to a photocatalytic synthesis method of an N-(2-morpholinoethyl) substituted benzamide compound, wherein the method is characterized in that benzyl alcohol with a structure represented by a formula (I) or a benzaldehyde compound with a structure represented by a formula (II) and N-(2-aminoethyl) morpholine are used as raw materials, and under the condition of existence of an oxygen-containing atmosphere, an organic solvent, alkali and a transition metal oxide/C3N4 composite photocatalyst, a photocatalytic reaction is carried out to prepare the N-(2-morpholinoethyl) substituted benzamide compound with a structure represented by a formula (III). Benzyl alcohol or benzaldehyde compounds are used as raw materials, acyl chloride and hydrobromic acid are not used, and the N-(2-morpholinoethyl) substituted benzamide compound is prepared in a green and economical mode.

Methyl Esters as Cross-Coupling Electrophiles: Direct Synthesis of Amide Bonds

Amide bond formation and transition metal-catalyzed cross-coupling are two of the most frequently used chemical reactions in organic synthesis. Recently, an overlap between these two reaction families was identified when Pd and Ni catalysts were demonstrated to cleave the strong C-O bond present in esters via oxidative addition. When simple methyl and ethyl esters are used, this transformation provides a powerful alternative to classical amide bond formations, which commonly feature stoichiometric activating agents. Thus far, few redox-active catalysts have been demonstrated to activate the C(acyl)-O bond of alkyl esters, which makes it difficult to perform informed screening when a challenging reaction needs optimization. We demonstrate that Ni catalysts bearing diverse NHC, phosphine, and nitrogen-containing ligands can all be used to activate methyl esters and enable their use in direct amide bond formation.

Green synthesis of benzamides in solvent- and activation-free conditions

Herein, we describe a clean and ecocompatible pathway for both N-benzoylation and N-acetylation of anilines, amines, diamines, and aminoalcohols using three enol esters with good yields. We have improved the use of vinyl benzoate for the direct introduction of a benzamido-moiety under solvent- and activation-free conditions. The recovered amides are easily isolated by crystallization. Copyright

A mild chemospecific reductive dehalogenation of ethylaminobenzamides with lithium aluminum hydride

A mild reduction of ortho-fluoro benzamides was discovered using LAH. The reaction proceeds cleanly and in moderate yields. The scope of the reaction is explored and a mechanism is proposed. A two carbon spacer between the amide and a 3°amine is optimal for this chelation controlled reaction.