82082-47-1

Upstream product

• 1878-66-6 4-chlorophenylacetic Acid 
• 100-46-9 benzylamine 
• 1875-88-3 2-(4-Chlorophenyl)ethanol 
• 52449-43-1 (4-chloro-phenyl)-acetic acid methyl ester 
• 140-53-4 p-chlorobenzyl cyanide 
• 100-51-6 benzyl alcohol 
• 20101-92-2 2-(4-chlorophenyl)acetamide 
• 104-88-1 4-chlorobenzaldehyde 
• 19350-69-7 4-chlorobenzaldehyde p-toluenesulfonylhydrazone 
• 13939-06-5 molybdenum hexacarbonyl 

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.

Carboxyl activation via silylthioesterification: One-pot, two-step amidation of carboxylic acids catalyzed by non-metal ammonium salts

The first organo-catalyzed silylthioesterification of a carboxylic acid and a commercially available mercaptoorganosilane results in the in situ production of an O-silylthionoester. Subsequent amine addition forms amides in an operationally simple one-pot procedure without removal of water. The scope and efficiency of these reactions with respect to the catalyst, carboxylic acid, amine, [Si-S] moiety, and solvent are investigated. A number of functionalities are tolerated in the two-step amidation including alkene, alkyne, alkyl and aryl halides, benzylic ethers, and heterocycles with free coordinating sites.

Ruthenium-catalysed oxidation of alcohols to amides using a hydrogen acceptor

A wider investigation into the synthesis of secondary amides from primary alcohols using a hydrogen acceptor using commercially available [Ru(p-cymene)Cl2]2 with bis(diphenylphosphino)butane (dppb) as the catalyst. The report looks at over 50 examples with varying functionality and steric bulk, whilst also covering the first reported results using microwave heating to effect the transformation.

Palladium-catalyzed c-S activation/aryne insertion/coupling sequence: Synthesis of functionalized 2-quinolinones

The insertion of an aryne into a C-S bond can suppress the addition of an S nucleophile to the aryne in the presence of palladium. Catalyzed by Pd(OAc)2, a wide range of α-carbamoyl ketene dithioacetals readily react with arynes to selectively afford functionalized 2-quinolinones in high yields under neutral reaction conditions by a C-S activation/aryne insertion/intramolecular coupling sequence. The attractive feature of the new strategy also lies in the versatile transformations of the alkythio-substituted quinolinone products. Within range: Under palladium catalysis a wide range of α-carbamoyl ketene dithioacetals readily react with arynes to selectively afford 2-quinolinones in high yields under neutral reaction conditions by the title sequence (see scheme). An attractive feature of the new strategy also lies in the versatile transformations of the alkylthio-substituted quinolinones.

Magnetic CoFe2O4 nanoparticle immobilized N-propyl diethylenetriamine sulfamic acid as an efficient and recyclable catalyst for the synthesis of amides via the Ritter reaction

A magnetic CoFe2O4 nanoparticle immobilized diamine-N-sulfamic acid (CoFe2O4@SiO2-DASA) was synthesized and used as efficient heterogeneous catalyst for the synthesis of amides via the Ritter reaction under solvent-free conditions. The magnetic nanocatalyst could be readily recovered by applying an external magnet and recycled several times without considerable loss of its catalytic activity.

Microwave assisted efficient aminocarbonylation of N-tosylhydrazones with molybdenum hexacarbonyl and amines

An efficient aminocarbonylation of N-tosylhydrazones derived from aromatic aldehydes and ketones mediated by molybdenum hexacarbonyl is reported. This method is palladium-free and provides a rapid access to the α-aryl acetamides in moderate to good 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.

Green and selective synthesis of N-substituted amides using water soluble porphyrazinato copper(II) catalyst

N,N',N",N"'-Tetramethyl tetra-2,3-pyridinoporphyrazinato copper(II) methyl sulfate ([Cu(2,3-tmtppa)](MeSO4)4) efficiently catalyzed the direct conversion of nitriles to N-substituted amides. The one pot selective synthesis of the N-substituted amides from nitriles and primary amines was performed in refluxing H2O. The catalyst was recovered and reused at least four times,maintaining its efficiency.

METHOD FOR PREPARATION OF AMIDES FROM ALCOHOLS AND AMINES BY EXTRUSION OF HYDROGEN

The present invention relates to a method for preparation of carboxamides using alcohols and amines as starting materials in a dehydrogenative coupling reaction catalyzed by a ruthenium N-heterocyciic carbene (NHC) complex, which may be prepared in situ.