305849-49-4

Upstream product

• 2393-23-9 4-methoxy-benzylamine 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 103-81-1 Benzeneacetamide 
• 623-12-1 4-chloromethoxybenzene 
• 60-12-8 2-phenylethanol 
• 70978-37-9 1-(azidomethyl)-4-methoxybenzene 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 550310-37-7 4-methoxy-N-(2-phenylacetyl)benzamide 
• 330580-67-1 3,4-dihydro-3-[4-methoxybenzyl(phenylacetyl)amino]-2-oxobenz[e][1,3]oxazine-7-carboxylic acid 
• 330580-66-0 3-hydroxy-4-{[2-(4-methoxybenzyl)-2-(phenylacetyl)hydrazino]methyl}benzoic acid 
• 330580-65-9 3-hydroxy-4-{[2-(4-methoxybenzyl)-2-(phenylacetyl)hydrazono]methyl}benzoic acid 
• 330580-68-2 3,4-dihydro-3-[(phenylacetyl)amino]-2-oxo-2H-1,3-benzoxazine-7-carboxylic acid 
• 330580-64-8 1-(4-methoxybenzyl)-1-phenylacetylhydrazine 
• 1027199-44-5 C₁₆H₁₆N₂O₃ 

Relevant academic research and scientific papers

Direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2

This paper described a mild and efficient direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2. Arylacetic acid derivatives reacted with different amines to afford the corresponding amides in good to excellent yield except of aniline. Aryl formic acids failed to react with aniline but smoothly reacted with aliphatic amines and benzylamine in moderate to good yield, fatty acids reacting with benzyl and aliphatic amines give amides in good to excellent yield. Chiral amino acids derivatives were transformed into amides without racemization in moderate yield. The possible mechanism of direct amidation catalyzed by TiCp2Cl2 was discussed. This catalytic method is very suitable for the amidation of low sterically hindered arylacetic acid, fatty acids with different low sterically hindered amines except aniline, as well as the amidation of aryl formic acid with benzyl and aliphatic amines.

Solvent-Free N-Alkylation of Amides with Alcohols Catalyzed by Nickel on Silica–Alumina

The N-alkylation of phenylacetamide with benzyl alcohol has been studied using Ni/SiO2–Al2O3. In the optimized conditions, the desired product was isolated in an excellent 98 % yield. The reaction could advantageously be performed in neat conditions, with a slight excess of amide and a catalytic amount of base. These conditions were tested on a large range of amides and alcohols, affording 24 compounds in 13 to 99 % isolated yields.

Latent Bronsted Base Solvent-Assisted Amide Formation from Amines and Acid Chlorides

Weakly basic amines, including even neutral amines such as nitroaniline and aminocarboxylic acids, react with acid chlorides very efficiently in N, N -dimethylacetamide (DMAC), without addition of a base, to give the corresponding amides in high yields. The role of DMAC and related solvents as latent Bronsted bases was studied in these amidation reactions. Less basic amines, such as aromatic amines, reacted with benzoyl chloride faster than more basic aliphatic amines.

Method for preparation of amide and imide from alcohol and nitrogen Containing Compound

The present invention relates to a method for preparing amide and imide from alcohol and a nitrogen containing compound and, more specifically, to a method for preparing amide and imide by using: a catalytic composition obtained by reacting a mixture of a transition metal complex and an N-heterocyclic carbene precursor with base or by reacting an N-heterocyclic carbene precursor with a mixture of a transition metal complex and base; or a transition metal complex catalyst including an N-heterocyclic carbene.

H-β-zeolite catalyzed transamidation of carboxamides, phthalimide, formamides and thioamides with amines under neat conditions

Efficient transamidation of unactivated carboxamides, phthalimides, formamides and thioamides with amines under solvent-free conditions using H-β-zeolite as a green and recyclable heterogeneous catalyst is described. Easy work up, high purity of the products, recyclability and environmentally-friendly nature of the catalyst are the attractive features of the present methodology. This is the first report for the transamidation of thioamides under heterogeneous conditions.

Hafnium-catalyzed direct amide formation at room temperature

Herein, the first example of a metal-catalyzed protocol for direct amidation of nonactivated carboxylic acids at ambient temperature (26 °C) is presented. The mild reaction conditions give rise to high yields of a range of amides in reaction times as short as 90 min, employing a commercial hafnium complex, [Hf(Cp)2Cl2], as catalyst. Amino acids are transformed into their corresponding amides without racemization, and the catalyst displays full selectivity for the amidation of carboxylic acids over esters. Electronic properties of the carboxylic acids were found to have a strong influence on the rate of the amidation reaction, and the need for a balanced amount of molecular sieves was observed to be highly important for optimal reaction outcome.

2-Furanylboronic acid as an effective catalyst for the direct amidation of carboxylic acids at room temperature

2-Furanylboronic acid has been identified as an inexpensive and effective catalyst for the dehydrative amide formation of carboxylic acids and amines. This transformation can be efficiently carried out at room temperature and is applicable to a wide range of carboxylic acids with primary and secondary amines to afford amides in good to excellent yields.

Direct synthesis of amides from carboxylic acids and amines using B(OCH2CF3)3

B(OCH2CF3)3, prepared from readily available B2O3 and 2,2,2-trifluoroethanol, is as an effective reagent for the direct amidation of a variety of carboxylic acids with a broad range of amines. In most cases, the amide products can be purified by a simple filtration procedure using commercially available resins, with no need for aqueous workup or chromatography. The amidation of N-protected amino acids with both primary and secondary amines proceeds effectively, with very low levels of racemization. B(OCH2CF3)3 can also be used for the formylation of a range of amines in good to excellent yield, via transamidation of dimethylformamide.

Synthesis of imides and benzoylureas by direct oxidation of N-methylenes of amides and benzylureas

Some amides and benzylureas can be oxidised to imides and benzoylureas, respectively, using silver(I) nitrate (20 mol %), copper(II) sulfate pentahydrate (20 mol %), ammonium persulfate (3.0 equiv.), and potassium fluoride (20 equiv.) in water at room temperature.

Evaluation of alternative solvents in common amide coupling reactions: Replacement of dichloromethane and N,N-dimethylformamide

A range of alternative solvents have been evaluated within amidation reactions employing common coupling reagents with a view to identifying suitable replacements for dichloromethane and N,N-dimethylformamide.