25116-00-1

Usage

Uses

Used in Pharmaceutical Research:
N-(2-cyanophenyl)acetamide is used as a building block for the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and chemical entities.
Used in Organic Synthesis:
In the field of organic synthesis, N-(2-cyanophenyl)acetamide is utilized as a key intermediate, facilitating the creation of complex organic molecules and contributing to advancements in chemical research.
Used in Antimicrobial Applications:
N-(2-cyanophenyl)acetamide is studied for its potential antimicrobial properties, making it a candidate for use in applications that require the inhibition of microbial growth.
Used in Anti-inflammatory Applications:
Due to its potential anti-inflammatory properties, N-(2-cyanophenyl)acetamide may be employed in applications aimed at reducing inflammation and managing inflammatory conditions.

InChI:InChI=1/C9H8N2O/c1-7(12)11-9-5-3-2-4-8(9)6-10/h2-5H,1H3,(H,11,12)

Upstream product

• 108-24-7 acetic anhydride 
• 1885-29-6 anthranilic acid nitrile 
• 612-24-8 o-nitrobenzonitrile 
• 3484-07-9 2-methyl-3-oximino-3H-indole 
• 98952-93-3 2-acetylamino-benzaldehyde-oxime 
• 614-76-6 N-acetyl-2-bromoaniline 
• 118134-11-5 5-(o-acetamidophenyl)-1,3,4-oxathiazol-2-one 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 103-84-4 Acetanilid 
• 127-19-5 N,N-dimethyl acetamide 
• 19591-17-4 o-iodoacetanilide 
• 140-29-4 phenylacetonitrile 
• 28144-70-9 anthranilic acid amide 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 112672-89-6 N,N'-diacetyl-2-aminobenzylamine 
• 61553-71-7 5H-pyrimido<5,4-b>indole-4-one 
• 98792-02-0 4-chloro-5H-pyrimido<5,4-b>indole 
• 320420-18-6 (4-phenylpiperazin-1-yl)-5H-pyrimido[5,4-b]indole 
• 61453-53-0 2-methyl-4-phenylquinazoline 
• 107288-94-8 2-methyl-4-(4'-methylphenyl)quinazoline 
• 33809-77-7 2-acetamidobenzamide 
• 1789-09-9 1-(2-methyl-4-oxo-4H-quinazolin-3-yl)-4-hydroxybenzene 
• 1769-24-0 2-methyl-4-quinazolone 
• 30507-16-5 3-(4-methoxyphenyl)-2-methylquinazolin-4(3H)-one 

Relevant academic research and scientific papers

KOtBu-Promoted Transition-Metal-Free Transamidation of Primary and Tertiary Amides with Amines

This work discloses transamidation of primary and tertiary amides with a range of aryl, heteroaryl, and aliphatic amines using potassium tert-butoxide. The reaction proceeds at room temperature under transition-metal-free conditions providing secondary amides in high yields. Moreover, reaction of cyclopropyl amine with tertiary amides proceeds with ring-opening to provide a rapid access to enamides.

Nitrile Hydration Reaction Using Copper Iodide/Cesium Carbonate/DBU in Nitromethane-Water

The catalytic nitrile hydration (amide formation) in a copper iodide/cesium carbonate/1,8-diazabicyclo[5.4.0]undec-7-ene/nitromethane-water system is described. The protocol is robust and reliable; it can be applied to a broad range of substrates with high chemoselectivity.

Pd-Catalyzed tandem reaction of N-(2-cyanoaryl)benzamides with arylboronic acids: synthesis of quinazolines

The synthesis of 2,4-disubstituted quinazolines by a palladium-catalyzed reaction of arylboronic acids with N-(2-cyanoaryl)benzamides has been developed with moderate to excellent yields. The method shows good functional group tolerance. In particular, ha

9-Deazapurines as Broad-Spectrum Inhibitors of the ABC Transport Proteins P-Glycoprotein, Multidrug Resistance-Associated Protein 1, and Breast Cancer Resistance Protein

P-Glycoprotein (P-gp, ABCB1), multidrug resistance-associated protein 1 (MRP1, ABCC1), and breast cancer resistance protein (BCRP, ABCG2) are the three major ABC transport proteins conferring resistance to many structurally diverse anticancer agents, lead

Synthesis of 2-methylbenzoxazoles directly from: N -phenylacetamides catalyzed by palladium acetate

A method to synthesize 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by Pd(OAc)2 in the presence of K2S2O8 and TfOH has been developed. The desired products were obtained in moderate to excellent yields. This approach provides a facile procedure to prepare benzoxazoles with available substrates. It is found that TfOH is the key factor for this cyclization reaction. A plausible mechanism of the reaction is proposed according to the control reactions and the literature.

Palladium-Catalyzed Regioselective Direct Cyanation of Acetanilide Derivatives with K4[Fe(CN)6] by C–H Bond Activation

A practical, versatile, and efficient method for the palladium-catalyzed direct cyanation of readily available acetanilides with K4[Fe(CN)6] as a safe cyanating agent through C–H bond activation with excellent C2 regioselectivity was developed. This finding represents a new strategy for the synthesis of N-(2-cyanoaryl)acetamides, which are important structural motifs in natural products and pharmaceuticals.

Copper-catalyzed oxidative ring closure of ortho-cyanoanilides with hypervalent iodonium salts: Arylation-ring closure approach to iminobenzoxazines

A novel, highly modular synthetic methodology with high functional group tolerance was developed for the construction of iminobenzoxazine derivatives from ortho-cyanoanilides and diaryliodonium triflates via an oxidative arylation-cyclization path. The reaction is supposed to involve the formation of highly active aryl-copper(III) species. In this novel transformation, copper(II) triflate was used as catalyst in 1,2-dichloroethane or ethyl acetate and the reaction takes place at 75 °C in 2-16 h.

The reaction of 2-(acylamino)benzonitriles with primary aromatic amines: A convenient synthesis of 2-substituted 4-(arylamino)quinazolines

Abstract 2-Substituted 4-(arylamino)quinazolines were prepared from 2-(acylamino)benzonitriles and primary arylamines by refluxing in either ethanol using trifluoroacetic acid as a catalyst or acetic acid. The 2-aminobenzonitrile was acylated by reaction with anhydrides, isocyanates, or ethyl chloroformate at room temperature.

Convenient N-acetylation of amines in N,N-dimethylacetamide with N,N-carbonyldiimidazole

Dimethylacetamide (DMAc) acts as an efficient source of acetyl and dimethylamine gas in the presence of N,N-carbonyldiimidazole (CDI). Addition of amines to the reaction mixture delivers the corresponding amides in good to excellent yields. The acetylation of amines reported herein, which relies on the in situ generation of N-acetylimidazole on warming of DMAc with CDI at 120-125 °C, serves as a convenient alternative to other acetylation methods.

Preparation and characterization of multi-walled carbon nanotubes (MWCNTs), functionalized with phosphonic acid (MWCNTs-C-PO3H2) and its application as a novel, efficient, heterogeneous, highly selective and reusable catalyst for acetylation of alcohols, phenols, aromatic amines, and thiols

A novel, efficient, heterogeneous, and reusable multi-walled carbon nanotubes (MWCNTs), functionalized with phosphonic acid (MWCNTs-C-PO 3H2) has been synthesized. The synthesized CNTs were characterized using some electron microscopic techniques such as scanning electron microscopy (SEM), atomic force microscopy (AFM), Energy dispersive X-ray spectroscopy (EDAX), and also some thermal and spectroscopic methods such as thermogravimetry (TG). The nitrogen adsorption behavior of the MWCNTs-C-PO3H2 catalyst was evaluated using the TG instrumentation system at 25°C. The catalyst was applied successfully for highly efficient and selective acetylation of alcohols, phenols, thiols and aromatic amines with acetic anhydride at room temperature under solvent-free conditions. The reusability of the catalyst was checked and the recovered catalyst was reused for five runs without significant loss in activity.