7766-36-1

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-methylphenyl)prop-2-enamide is used as an intermediate in the synthesis of various pharmaceuticals. It plays a crucial role in the production of drugs, contributing to the development of new medications and improving the efficacy of existing ones.
Used in Dye Industry:
In the dye industry, N-(4-methylphenyl)prop-2-enamide is utilized in the production of dyes. Its chemical properties make it suitable for creating a wide range of colors, enhancing the vibrancy and stability of dyes in various applications.
Used in Pesticide Industry:
N-(4-methylphenyl)prop-2-enamide is also employed in the synthesis of pesticides. Its incorporation into pesticide formulations helps improve their effectiveness in controlling pests and protecting crops.
Used in Organic Synthesis:
As a versatile reagent, N-(4-methylphenyl)prop-2-enamide is used in the synthesis of other organic compounds. Its unique structure allows it to participate in various chemical reactions, facilitating the creation of new molecules with potential applications in different fields.
Used in Chemical Reactions:
N-(4-methylphenyl)prop-2-enamide serves as a reagent in various chemical reactions, enabling the transformation of other compounds into desired products. Its participation in these reactions contributes to the advancement of chemical research and the development of new chemical processes.
It is important to handle N-(4-methylphenyl)prop-2-enamide with care, as it may pose health risks if ingested, inhaled, or if it comes into contact with the skin. Proper safety measures should be taken to minimize exposure and ensure the safe use of this chemical compound in various applications.

Upstream product

• 106-49-0 p-toluidine 
• 814-68-6 acryloyl chloride 
• 590-92-1 3-Bromopropionic acid 
• 99-99-0 1-methyl-4-nitrobenzene 
• 140-88-5 ethyl acrylate 
• 598-72-1 2-Bromopropionic acid 
• 340011-42-9 N-(4-methylphenyl)-3-(phenylsulfonyl)propanamide 
• 79-10-7 acrylic acid 
• 624-31-7 4-tolyl iodide 
• 79-06-1 2-propenamide 

Downstream Products

• 108811-80-9 1,4,5,6,7,7-Hexabromo-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid p-tolylamide 
• 340011-47-4 N-allyl N-(4-methylphenyl)acrylamide 
• 17090-18-5 N-(4-methyl-2-nitrophenyl)acrylamide 
• 35600-28-3 2,3-dibromo-propionic acid p-toluidide 

Relevant academic research and scientific papers

An efficient approach for the synthesis of new (±)-coixspirolactams

Coixspirolactams, spiro[oxindole-γ-lactones], are found in adlay seeds and exhibit anticancer activity. A novel synthetic methodology was developed to enable an easy access to (±)-coixspirolactam A and a large number of new coixspirolactams in excellent overall yields. The exquisite exploitation of formamide reactivity was essential for the construction of oxindole and lactone scaffolds. This journal is

Disulfide Promoted C?P Bond Cleavage of Phosphoramide: “P” Surrogates to Synthesize Phosphonates and Phosphinates

A metal-free C?P bond cleavage reaction is described herein. Phosphoramides, a phosphine source, can react with alcohols to produce phosphonate and phosphinate derivatives in the presence of a disulfide. P?H2, P-alkyl, and P,P-dialkyl phosphoramides can be used as substrates to obtain the corresponding pentavalent phosphine products. (Figure presented.).

Rh(i)-Catalyzed regioselective arylcarboxylation of acrylamides with arylboronic acids and CO2

The first Rh(i)-catalyzed regioselective arylcarboxylation of electron-deficient acrylamides with arylboronic acids under atmospheric pressure of CO2 has been developed. A range of acrylamides and arylboronic acids were compatible with this reaction under redox-neutral conditions, leading to a series of malonate derivatives that are versatile building blocks in organic syntheses.

Metal-Free C–S Bond Cleavage to Access N-Substituted Acrylamide and β-Aminopropanamide

Metal-free and Selectfluor-mediated C–S bond cleavage is described. This novel strategy provides a facile and efficient method to access important N-substituted acrylamide and β-aminopropanamide derivatives with good functional group tolerance and yields.

Systematic study of the glutathione (GSH) reactivity of N-arylacrylamides: 1. Effects of aryl substitution

Success in the design of targeted covalent inhibitors depends in part on a knowledge of the factors influencing electrophile reactivity. In an effort to further develop an understanding of structure-reactivity relationships among N-arylacrylamides, we determined glutathione (GSH) reaction rates for a family of N-arylacrylamides independently substituted at ortho-, meta-, and para-positions with 11 different groups common to inhibitor design. We find that substituent effects on reaction rates show a linear Hammett correlation for ortho-, meta-, and para-substitution. In addition, we note a correlation between 1H and 13C NMR chemical shifts of the acrylamide with GSH reaction rates, suggesting that NMR chemical shifts may be a convenient surrogate measure of relative acrylamide reactivity. Density functional theory calculations reveal a correlation between computed activation parameters and experimentally determined reaction rates, validating the use of such methodology for the screening of synthetic candidates in a prospective fashion.

Cascade synthesis of spirooxindole δ-lactone derivatives through N-aryl hydroxymethylacrylamides with xanthates

A novel and highly efficient cascade synthesis of spirooxindole δ-lactone derivatives from N-aryl hydroxymethylacrylamides and xanthates in good yields is described. The reaction proceeds through a radical addition/cyclization and ester exchange, in which two new C-C bonds and one C-O bond were formed.

Promiscuity and selectivity in covalent enzyme inhibition: A systematic study of electrophilic fragments

Covalent ligand-target interactions offer significant pharmacological advantages. However, off-target reactivity of the reactive groups, which usually have electrophilic properties, must be minimized, and the selectivity of irreversible inhibitors is a crucial requirement. We therefore performed a systematic study to determine the selectivity of several electrophilic groups that can be used as building blocks for covalently binding ligands. Six reactive groups with modulated electrophilicity were combined with 11 nonreactive moieties, resulting in a small combinatorial library of 72 fragment-like compounds. These compounds were screened against a group of 11 enzyme targets to assess their selectivity and their potential for promiscuous binding to proteins. The assay results showed a considerably lower degree of promiscuity than initially expected, even for those members of the screening collection that contain supposedly highly reactive electrophiles.

Ligand-free CuTC-catalyzed N-arylation of amides, anilines and 4-aminoantipyrine: Synthesis of N-arylacrylamides, 4-amido-N-phenylbenzamides and 4-amino(N-phenyl)antipyrenes

N-Arylation of amides and anilines with aryl iodides was efficiently catalyzed by copper thiophenecarboxylate under ligand-free conditions with good to excellent yields. A variety of substituted aryl iodides, amides, anilines and 4-aminoantipyrine were found to be applicable to the simple catalytic system. Furthermore, some practical, unique secondary amides, such as N-arylacrylamides and 4-amido-N-phenylbenzamides, and 4-amino(N-phenyl)antipyrenes, which are difficult to obtain by the classical methods, were prepared.

Efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base

A novel and efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base has been developed. The protocol uses readily available acrylic derivatives and primary alcohols as the starting materials, inexpensive CuCl2 as the catalyst, and the corresponding addition products were obtained in moderate to excellent yields.

Metal-free oxidative spirocyclization of hydroxymethylacrylamide with 1,3-dicarbonyl compounds: A new route to spirooxindoles

A metal-free oxidative spirocyclization of hydroxymethylacrylamide with 1,3-dicarbonyl compounds is described. The reaction proceeds through tandem dual C-H functionalization and intramolecular dehydration, in which two new C-C bonds and one C-O bond were formed. This method affords a novel and straightforward access to various spirooxindoles under mild conditions.