5221-39-6

Basic information

• Product Name: 2-phenyl-N-(pyridin-3-yl)acetamide
• Synonyms: benzeneacetamide, N-3-pyridinyl-
• CAS NO: 5221-39-6
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.2472
• Mol File: 5221-39-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 439.5°C at 760 mmHg
• Flash Point: 219.6°C
• Density: 1.202g/cm³
• Vapor Pressure: 6.35E-08mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 2-phenyl-N-(pyridin-3-yl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-N-(pyridin-3-yl)acetamide(5221-39-6)
• EPA Substance Registry System: 2-phenyl-N-(pyridin-3-yl)acetamide(5221-39-6)

Safety Data

• Hazardous Substances Data: 5221-39-6(Hazardous Substances Data)

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 626-60-8 3-Chloropyridine 
• 103-81-1 Benzeneacetamide 

Relevant articles and documents

Compound containing bipyrazole ring, intermediate thereof and application thereof

The invention discloses a compound containing a bipyrazole ring, and an intermediate and application thereof. The invention provides the compound containing a bipyrazole ring, as shown in a formula Iwhich is described in the specification. The compound can be used as a ligand, is high in selectivity, and is suitable for the application range of amide in C-N coupling and the C-C coupling reactionof arylboronic acid and aryl chloride, especially coupling with aryl chloride.

Catalytic direct amidations in: Tert -butyl acetate using B(OCH2CF3)3

Catalytic direct amidation reactions have been the focus of considerable recent research effort, due to the widespread use of amide formation processes in pharmaceutical synthesis. However, the vast majority of catalytic amidations are performed in non-polar solvents (aromatic hydrocarbons, ethers) which are typically undesirable from a sustainability perspective, and are often poor at solubilising polar carboxylic acid and amine substrates. As a consequence, most catalytic amidation protocols are unsuccessful when applied to polar and/or functionalised substrates of the kind commonly used in medicinal chemistry. In this paper we report a practical and useful catalytic direct amidation reaction using tert-butyl acetate as the reaction solvent. The use of an ester solvent offers improvements in terms of safety and sustainability, but also leads to an improved reaction scope with regard to polar substrates and less nucleophilic anilines, both of which are important components of amides used in medicinal chemistry. An amidation reaction was scaled up to 100 mmol and proceeded with excellent yield and efficiency, with a measured process mass intensity of 8.

Boric Acid Catalyzed Direct Amidation between Amino-Azaarenes and Carboxylic Acids

A novel and facile boric acid catalyzed direct amidation between amino-azaarene compounds and carboxylic acids has been developed. The amidation proceeded cleanly and provided good to excellent yields of the desired amides. Boric acid is a green and inexpensive catalyst. We have also found that N,N,N′,N′-tetramethylpropane-1,3-diamine acted as an additive accelerating this boric acid catalyzed amidation. A mixed acid anhydride is postulated to be the active intermediate responsible for this successful amidation. This direct amidation is an atom- and step-economical reaction.