54449-47-7

Upstream product

• 5813-64-9 2.2-dimethylpropylamine 
• 65-85-0 benzoic acid 
• 55-21-0 benzamide 
• 630-19-3 pivalaldehyde 
• 85909-02-0 N-benzyl-N-(tert-butoxycarbonyl)-benzamide 
• 614-45-9 tert-Butyl peroxybenzoate 
• 98-88-4 benzoyl chloride 
• 959-22-8 p-nitrophenylbenzoate 

Downstream Products

• 89549-37-1 N-pivaloyl benzamide 

Relevant academic research and scientific papers

Method for synthesizing amide compounds by using N-Boc amide as substrate

The invention relates to a method for synthesizing amide compounds by using N-Boc amide as a substrate. According to the method, N-Boc amide and various amine compounds are subjected to an intermolecular nucleophilic substitution reaction in an organic solvent so as to efficiently prepare various amide compounds. The method has the advantages of mild reaction conditions, simple and convenient operation, high yield and good functional group compatibility.

Visible-Light-Driven Oxidation of N -Alkylamides to Imides Using Oxone/H 2 O and Catalytic KBr

Imides are prepared conveniently by visible-light-driven oxidations of various N -alkylamides under mild conditions. The majority of the reactions proceed efficiently by using Oxone as the oxidant in the presence of a catalytic amount of KBr in H 2 O/CH 2 Cl 2 under irradiation by an 8 W white LED at room temperature. Experimental studies suggest that an imine, obtained from the substrate amide via a radical process, is the key intermediate.

Catalyst and method for producing the same

PROBLEM TO BE SOLVED: To provide a method for producing an amide compound from a primary alcohol and at least one selected from a primary amine, a secondary amine and derivatives of those under relatively mild conditions with high selectivity and a high conversion ratio.SOLUTION: A method for producing an amide compound comprises a step of obtaining the amide compound from a primary alcohol and at least one selected from a primary amine, a secondary amine and derivatives of those, in the presence of a catalyst comprising a carrier formed by crosslinking a crosslinkable functional group of a styrene-based polymer having a side chain containing the crosslinkable functional group, and a nanosize cluster and carbon black supported on the carrier, wherein the nanosize cluster is at least one selected from a nanosize gold cluster and a nanosize cluster of gold and at least one group 8 metal selected from iron, cobalt and nickel.

Tert -Butyl Peroxybenzoate Mediated Selective and Mild N-Benzoylation of Ammonia/Amines under Catalyst- and Solvent-Free Conditions

A new protocol for the synthesis of amides from tert-butyl peroxybenzoate (TBPB) and ammonia/amines has been developed under catalyst- and solvent-free conditions. The ammonia, primary and secondary amines reacted smoothly with TBPB to furnish the corresponding primary, secondary, and tertiary amides in excellent yields. TBPB proved to be an efficient and highly chemoselective benzoylating reagent for aliphatic amines in the presence of aromatic amines/hydroxyl groups.

Selective formation of secondary amides via the copper-catalyzed cross-coupling of alkylboronic acids with primary amides

For the first time, a general catalytic procedure for the cross-coupling of primary amides and alkylboronic acids is demonstrated. The key to the success of this reaction was the identification of a mild base (NaOSiMe3) and oxidant (di-tert-butyl peroxide) to promote the copper-catalyzed reaction in high yield. This transformation provides a facile, high-yielding method for the monoalkylation of amides.

Room-temperature debenzylation of N-benzylcarboxamides by N-bromosuccinimide

A simple and highly efficient method has been developed with which to cleave the N-benzyl group on N-mono- or disubstituted carboxamides using N-bromosuccinimide (NBS) at room temperature. All the 31 substrates examined showed moderate to excellent deprotection yields. Our study also indicated that the debenzylation may involve an oxygen/light initiated free radical mechanism. Georg Thieme Verlag Stuttgart.

Exploring a benzyloxyaniline linker utilizing ceric ammonium nitrate (CAN) as a cleavage reagent: Solid-phase synthesis of N-unsubstituted β-lactams and secondary amides

(equation presented) A novel benzyloxyaniline linker that uses ceric ammonium nitrate (CAN) as a cleavage reagent is described. Its application in the solid-phase synthesis of N-unsubstituted β-lactams and secondary amides furnishes compounds in moderate to excellent yield (45-91%) and high purity (93-99%).

Reductive N-alkylation of amides, carbamates and ureas

A one pot selective mono N-alkylation of primary amides, thioamides, carbamates and ureas has been developed using aromatic and aliphatic aldehydes as alkylating agents and trifluoroacetic acid / triethylsilane as reagents. Application to an efficient synthesis of a primary amine from the corresponding aldehyde via the carbamate intermediate is presented.

Alkylation of Rink's amide linker on polystyrene resin: A reductive amination approach to modified amine-linkers for the solid phase synthesis of N-substituted amide derivatives

Reductive amination of aldehydes and ketones using sodium cyanoborohydride and Rink's 4-(2',4'-dimethoxyphenyl-aminomethyl)-phenoxymethyl-linked polystyrene resin [Rink's amine linker on copoly-(styrene-1%-divinylbenzene)]1 2 affords high yields of linker-bound, N-alkyl amines with excellent chemical selectivity. Subsequent coupling with acid derivatives gave derivatized N-substituted amides in excellent yields after cleavage from the solid-support.

Automated synthesis and purification of amides: Exploitation of automated solid phase extraction in organic synthesis

Automated parallel synthesis of small organic molecules, either as single entities or as mixtures, offers the potential for the rapid optimization of physical and biological properties of a molecule Currently, emphasis has been placed on solid phase synthesis technology to accomplish the rapid preparation of large numbers of molecules. Automated solution phase synthesis is an alternative approach which has the advantages of having shorter development times and being more amenable to scaleup. Utilizing commercially available liquid handlers for reaction setup and exploiting automated solid phase extraction for product purification, a procedure has been developed to prepare and purify up to 100 amide analogs, simultaneously. Both carbodiimide mediated couplings and p-nitro-phenyl ester displacements have been carried out using this procedure. Product amides having overall neutral or basic character have been prepared in good yield and with good to excellent purities.