16232-41-0

Basic information

• Product Name: 3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine
• Synonyms: 3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine;6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile
• CAS NO: 16232-41-0
• Molecular Formula: C₁₃H₁₀N₂O
• Molecular Weight: 210.23
• Mol File: 16232-41-0.mol

Chemical Properties

• Boiling Point: 411.5°Cat760mmHg
• Flash Point: 202.7°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 5.56E-07mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine(16232-41-0)
• EPA Substance Registry System: 3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine(16232-41-0)

Safety Data

• Hazardous Substances Data: 16232-41-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine is used as a synthetic intermediate for the development of pharmaceuticals. Its unique structure allows it to be a key component in the synthesis of various drugs, contributing to their therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine is utilized as a building block in the creation of agrochemicals. Its incorporation into these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Organic Compounds Synthesis:
3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine is employed as a synthetic intermediate in the synthesis of various organic compounds. Its versatile structure makes it a valuable component in the development of new materials with specific properties and functions.
Used in Functional Materials Development:
Due to its potential biological activity, 3-Cyano-2-hydroxy-6-methyl-4-phenylpyridine is used as a building block in the development of functional materials. Its incorporation into these materials can impart unique characteristics, making them suitable for various applications in different industries.

InChI:InChI=1/C13H10N2O/c1-9-7-11(10-5-3-2-4-6-10)12(8-14)13(16)15-9/h2-7H,1H3,(H,15,16)

Upstream product

• 856212-48-1 6-methyl-2-oxo-4-phenyl-2,3,4,5-tetrahydro-pyridine-3-carbonitrile 
• 41808-21-3 sodium salt of α-cyanoacetamide 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 100-52-7 benzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 67-64-1 acetone 
• 709-79-5 (E)-2-cyano-3-phenylacrylamide 
• 93-91-4 1-phenylbutan-1,3-dione 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 100-39-0 benzyl bromide 
• 75-56-9 methyloxirane 
• 107-91-5 cyanoacetic acid amide 
• 74360-15-9 1,6-diphenyl-4-methyl-2-(1H)pyrimidinethione 
• 78564-23-5 6-methyl-4-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile 

Downstream Products

• 60847-69-0 2-chloro-6-methyl-4-phenyl-nicotinonitrile 
• 60847-55-4 1,6-dimethyl-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile 
• 1607833-75-9 3-amino-6-methyl-4-phenylpyridine-2(1H)-one 
• 57162-19-3 6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-3-carboxamide 
• 117209-88-8 3-Cyano-6-methyl-4-phenylpyridin 
• 63404-83-1 6-methyl-4-phenyl-pyridin-2-ol 

Relevant articles and documents

A facile solid-phase synthesis of 3,4,6-trisubstituted-2-pyridones using sodium benzenesulfinate as a traceless linker

A facile and traceless solid-phase synthesis of 3,4,6-trisubstituted-2- pyridones has been developed using polystyrene sodium benzenesulfinate resin. The chemistry is applicable to combinatorial library synthesis.

Synthesis and Photophysical Properties of 3-Amino-4-arylpyridin-2(1 H)-ones

A method has been developed for the preparation of oxazolo-[5,4- b ]pyridin-2(1 H)-ones based on the Hoffmann reaction of 2-oxo-1,2-dihydropyridine-3-carboxamides. Hydrolysis of oxazolo[5,4- b ]pyridin-2(1 H)-ones and the Hoffmann reaction of 2-oxo-1,2-dihydropyridine-3-carboxamides yielded 3-aminopyridin-2(1 H)-ones, including 4-aryl substituted derivatives in the series, for which effective phosphors with a quantum yield of up to 0.78 were detected. Photophysical properties of 3-aminopyridin-2(1 H)-ones were studied by UV and luminescence spectroscopy methods, and the relationship between their structure and photophysical properties was revealed.

Synthesis of 3-amino-6-methyl-4-phenylpyridin-2(1H)-one and its derivatives

[Figure not available: see fulltext.] A reaction of 2-cyanoacetamide with benzylideneacetone in DMSO containing potassium tert-butoxide was used to synthesize 3-cyano-6-methyl-4-phenylpyridin-2(1H)-one, which was converted by acidic hydrolysis to 6-methyl-2-oxo-4-phenyl-1,2-dihydropyridine-3-carboxamide. A Hofmann reaction of this compound in the presence of sodium hypobromite led to 3-amino-5-bromo-6-methyl-4-phenylpyridin-2(1H)-one, while its treatment with calcium hypochlorite produced 5-methyl-7-phenyloxazolo[5,4-b]pyridin-2(1H)-one. The latter compound was converted by heating with alkali to 3-amino-6-methyl-4-phenylpyridin-2(1H)-one, which gave azomethine in a reaction with benzaldehyde, while N-acylated derivatives were obtained in reactions with acyl halides. The heating of N1,N2-bis(6-methyl-2-oxo-4-phenyl-1,2-dihydropyridin-3-yl)oxalylamide in the presence of POCl3 allowed to obtain 5,5'-dimethyl-7,7'-diphenyl-2,2'-bis-(oxazolo[5,4-b]pyridine).

One-Pot Synthesis of 3-Cyano-2-pyridones

A versatile synthesis of 3-cyano-2-pyridones via a one-pot, four-component condensation of ethyl cyanoacetate, ketones, aldehydes, and ammonium acetate under very mild conditions has been developed. This method provides rapid access to this type of valuab

Cascade synthesis of 2-pyridones using acrylamides and ketones

Microwave assisted non-catalytic condensation of 2-cyanoacetamide with aromatic aldehydes, and enolate mediated Michael-type addition to acrylamide followed by oxidative cyclization, produce 2-pyridones in good to excellent yield. Unsymmetrical ketones produce two regioisomeric enolates, therefore thermodynamic and kinetic products of butan-2-one and pentan-2-one have been isolated and fully characterized. This journal is

AZAINDAZOLES

Herein are disclosed azaindazoles of formula (I), (I), where the various groups are defined herein, and which are useful for treating cancer.

Solvent and structural effects on the UV-Vis absorption spectra of some 4,6-disubstituted-3-cyano-2-pyridones

A series of 4,6-disubstituted-3-cyano-2-pyridones was synthesized and their UV-Vis absorption spectra were recorded in the region 200-600 nm in the set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions on the spectral shifts were analyzed by means of the linear solvation energy relationship concept of Kamlet and Taft. The influence of solvents as well as substituents on the 2-pyridone/2-hydroxypyridine tautomeric equilibration was evaluated. The absorption band maximum of the 2-hydroxypyridine form is found to appear at a shorter wavelength than that of the 2-pyridone form in all investigated solvents. The replacement of the methyl and phenyl groups at position 6 of the pyridone ring, by a hydroxy group, significantly changes the solvatochromic behavior of the investigated pyridones.

Reaction of 4-Phenylbut-3-en-2-one with Cyanoacetamide in2:1 Ratio

The reaction of 4-phenylbut-3-en-2-one with cyanoacetamide is not confined to a 1:1 reaction .The reaction of 2 mole equivalents of 4-phenylbut-3-en-2-one with one of cyanoacetamide