2868-38-4

Usage

InChI:InChI=1/C13H13NO/c1-2-13(15)14-12-9-5-7-10-6-3-4-8-11(10)12/h3-9H,2H2,1H3,(H,14,15)

Upstream product

• 79-03-8 propionyl chloride 
• 134-32-7 1-amino-naphthalene 
• 802294-64-0 propionic acid 
• 123-62-6 propionic acid anhydride 
• 925-90-6 ethylmagnesium bromide 
• 86-84-0 1-Naphthyl isocyanate 
• 552-46-5 1-naphthylamine hydrochloride 
• 25593-85-5 4-Dimethylaminononanmethoiodid 
• 86-57-7 1-Nitronaphthalene 

Downstream Products

• 1397751-58-4 (E)-N-(8-styrylnaphthalen-1-yl)propionamide 

Relevant academic research and scientific papers

Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages

The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

BENZO[H]QUINOLINE LIGANDS AND COMPLEXES THEREOF

The present invention provides substituted tridentate benzo[h]quinoline ligands and complexes thereof. The invention also provides the preparation of the ligands and the respective complexes, as well as to processes for using the complexes in catalytic reactions.

Carboxyl activation of 2-mercapto-4,6-dimethylpyrimidine through n-acyl-4,6-dimethylpyrimidine-2-thione: A chemical and spectrophotometric investigation

2-Mercapto-4,6-dimethylpyrimidine, as effective carboxyl activating group, has been successfully proved by converting it into respective acyl derivatives and the subsequent conversion to the amides and esters respectively using amines, amino alcohols and alcohols. The aminolysis and esterification were monitored chemically and spectrophotometrically. This paved way to establish that the above mercaptopyrimidine derivative is an efficient carboxyl activating group applicable in solid phase peptide synthesis.

Isolation of magnetic material from fly ash and its catalytic performance for N-acetylation under solvent free conditions

Coal fly ash is a waste material generated in huge amount due to'burning of coal for the generation of electricity. Magnetic material isolated from fly ash was characterized by XRD, FT-IR, SEM-EDS, XPS, BET and TEM techniques. It is used as heterogeneous catalyst for the JV-acetylation reactions of amines with carboxylic acids. The present methodology is environmentally benign, cost effective and offers several advantages, like excellent yields, short reaction times, reusability of catalyst and simple work up procedure. The case studies cover new approaches and experiments, which will articulate the requirement for industrial application of sustainable chemistry.

New heteroaromatic azo compounds based on pyridine, isoxazole, and benzothiazole for efficient and highly selective amidation and mono-N-benzylation of amines under Mitsunobu conditions

4,4′-Azopyridine (2c) is used in conjunction with triphenylphosphine for the efficient conversion of carboxylic acids into amides via Mitsunobu reaction with primary and secondary aliphatic and aromatic amines. The highly selective amidation of only primary aromatic amines with new heterogeneous azo compounds based on benzothiazole 2d and isoxazole 2e is also described. These azo compounds 2c-2e can also be applied for selective mono-N-benzylation of primary aromatic amines. The solid side product heteroaromatic hydrazines obtained under the developed Mitsunobu conditions are easily separated by simple filtration and can be reoxidized to azo compounds for further use.

Selective mono- and di-N-alkylation of aromatic amines with alcohols and acylation of aromatic amines using Ph3P/DDQ

Selective N-monoalkylation of aromatic amines with 1° and 2° alcohols and conversion of aromatic amines to amides are performed immediately and in excellent yields using triphenylphosphine (PPh3) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in dichloromethane at room temperature. Symmetrical and unsymmetrical N,N-dialkylation of aromatic amines are also carried out in modest yield at room temperature by this reagent system.

New, efficient, selective, and one-pot method for acylation of amines

Hydrazine hydrate with acetic and propionic acids was an efficient reagent for acylation of primary and secondary amines at reflux temperatures. The reported one-pot method is high-yielding, simple, mild, and inexpensive. Copyright Taylor & Francis Group, LLC.

Hydrogen processing by FeIII-exchanged montmorillonite: A unique geochemical protocol

The production of hydrogen by the relay of electrons from 1- to H+ in an acidic, aqueous medium and the consumption of hydrogen by reductive N acylation open up enormous opportunities in hydrogen chemistry (see scheme).

METHOD OF PROCESSING OF HYDROGEN FOR REDUCTIVE ACYLATION OF NITRO, AZIDO AND CYANO ARENES

The present invention relates to a method for processing of hydrogen for the reductive acylation of nitro, azido and cyano arenes. More particularly, this invention relates to an improved process for the preparation of amides and anilides using C3-C7 carboxylic acids as proton source/acylating agents employing Fe3+-montmorillonite as a catalyst.

Method of processing of hydrogen for reductive acylation of nitro, azido and cyano arenes

A method for processing of hydrogen for the reductive acylation of nitro, azido and cyano arenes is disclosed. More particularly, improved process for the preparation of amides and anilides using C3-C7carboxylic acids as proton source/acylating agents employing Fe3+-montmorillonite as a catalyst is disclosed.