16115-08-5

Basic information

• Product Name: 4,6-Dimethyl-2-hydroxypyridine
• Synonyms: 4,6-DIMETHYL-2-HYDROXYPYRIDINE;4,6-DIMETHYL-2(1H)-PYRIDINONE;4,6-DIMETHYL-2-PYRIDONE;4,6-DIMETHYLPYRIDIN-2-OL;4,6-DIMETHYL-2-PYRIDINONE;2-Hydroxy-4,6-dimethylpyridine;4,6-Dimethyl-2-pyridone ,98%;4,6-Dimethul-2(1H)-pyridinone
• CAS NO: 16115-08-5
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• Product Categories: Pyridine;pharmacetical;Pyridines;Boronic Acid
• Mol File: 16115-08-5.mol

Chemical Properties

• Melting Point: 172-173 °C
• Boiling Point: 301.71 °C at 760 mmHg
• Flash Point: 136.27 °C
• Appearance: Light yellow needles
• Density: 1.084 g/cm³
• Vapor Pressure: 0.00112mmHg at 25°C
• Refractive Index: 1.49
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 12.15±0.10(Predicted)
• CAS DataBase Reference: 4,6-Dimethyl-2-hydroxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-Dimethyl-2-hydroxypyridine(16115-08-5)
• EPA Substance Registry System: 4,6-Dimethyl-2-hydroxypyridine(16115-08-5)

Safety Data

• Hazard Codes: Xi
• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 16115-08-5(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow needles

Synthesis Reference(s)

Tetrahedron Letters, 15, p. 2953, 1974 DOI: 10.1016/S0040-4039(01)91790-3

InChI:InChI=1/C7H9NO/c1-5-3-6(2)8-7(9)4-5/h3-4H,1-2H3,(H,8,9)

Upstream product

• 101038-11-3 2-ethoxy-4,6-dimethyl-pyridine 
• 98334-40-8 1-amino-4,6-dimethyl-1H-pyridin-2-one 
• 769-28-8 2-hydroxy-4,6-dimethyl-3-carbonitrile 
• 61053-94-9 6-(carboxymethyl)-4-methyl-2-hydroxypyridine 
• 24667-09-2 2-hydroxy-4,6-dimethylnicotinic acid 
• 855660-51-4 (3-hydroxy-1-methyl-but-2ξ-enylidene)-malononitrile 
• 141-97-9 ethyl acetoacetate 
• 7647-01-0 hydrogenchloride 
• 15031-89-7 1,4,6-trimethyl-1H-pyridin-2-one 
• 39088-05-6 2-hydroxy-4,6-dimethyl-nicotinic acid amide 
• 16108-48-8 4,6-Dimethyl-2-hydroxy-nicotinsaeureethylester 
• 10034-85-2 hydrogen iodide 
• 10035-10-6 hydrogen bromide 
• 1704-19-4 2,4-dimethyl-6-oxo-1,6-dihydropyridine-1-carbonitrile 

Downstream Products

• 30838-93-8 2-chloro-4,6-dimethyl-pyridine 
• 28215-80-7 4,6-dimethyl-2-phenoxy-pyridine 
• 100870-39-1 1-benzoylamino-4,6-dimethyl-1H-pyridin-2-one 
• 101087-59-6 N,N'-bis-(4,6-dimethyl-2-oxo-2H-[1]pyridyl)-urea 
• 79999-01-2 2,4-dimethyl-3,5,6-triphenylpyridine 
• 66592-70-9 2,4-dimethyl-3,5-diphenylpyridine 
• 10131-90-5 2,4-dimethyl-5-phenyl-pyridine 
• 29976-20-3 3,5-dibromo-2,4-dimethylpyridine 
• 29396-61-0 2,4-dimethyl-3-phenyl-pyridine 
• 915946-47-3 3,5-dibromo-2-chloro-4,6-dimethylpyridine 

Relevant articles and documents

A new synthetic method to 2-pyridones

We report here a simple procedure for the preparation of 4,6- disubstituted- and 3,4,6-trisubstituted-2-pyridones and 3-substituted- isoquinol-1-ones, in good yields, from lithium diene-diolates and nitriles.

Nucleophilic Displacement of N-Aryl and Heteroaryl Groups. Part 5. Conversion of 2-Aminopyridines into 2-Pyridones

2-Ethoxycarbonyl-1-(2-pyridyl)pyridinium cations (3) (easily prepared from 2-aminopyridine and the appropriate pyrylium salt) are converted by dilute NaOH at 25 deg C into 1-(substituted 2-pyridylcarbonyl)-2-pyridones (7).Compounds (7) are readily hydrolysed to 2-pyridones.

Process for the production of 6-substituted 4-methyl-2-pyridones

Process for the production of 6-substituted-4-methyl-2-pyridones having the formula: STR1 wherein R is a branched or unbranched alkyl group, a halogenated branched or unbranched alkyl group or a substituted or unsubstituted aryl group. Senecioic acid amide having the formula: STR2 is reacted in a solvent at an elevated temperature in the presence of a Lewis acid (as a catalyst) with an acyl chloride having the formula: STR3 wherein R has the same meaning as above. The reaction mixture is subsequently placed in an aqueous phase for hydrolysis. The 6-substituted-4-methyl-2-pyridone is separated by extraction through the buffering of the reaction mixture at a pH of 4 to 5.

Synthesis of Methylpyridine Derivatives. XXXIV. Condensation of Acetoacetamide with Ketones to form Pyridone Derivatives

Condensation of acetoacetamide (1) with acetone in polyphosphoric acid (PPA) gave 4,6-dimethyl-2(1H)-pyridone (2a) in 32percent yield.Similarly, the amide 1 was condensed with 2-butanone, 2-pentanone, 3-pentanone, cyclopentanone, cyclohexanone, cycloheptanone, acetophenone, and propiophenone to give the corresponding pyridone derivatives (2b-i) in 13-76percent yields.Condensation of the amide 1 with acetylacetone and ethyl acetoacetate gave 3-acetyl-4,6-dimethyl-2(1H)-pyridone (5) and ethyl 4,6-dimethyl-2(1H)-pyridone-5-carboxylate (6), respectively.Self-condensation of the amide 1 in PPA gave 3-acetyl-4-hydroxy-6-methyl-2(1H)-pyridone (7).

Process for the manufacture of 1-hydroxy-2-pyridones

New 1-hydroxy-2-pyridones of the general formula SPC1 In which R1 is alkyl of 1 to 17 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, cyclohexylalkyl or phenalkyl both having 1 to 3 carbon atoms in the alkylene chain or α-furyl, all of which may be substituted by halogen, and R2 to R4 are hydrogen or lower alkyl, or two adjacent substituents together form a trimethylene or tetramethylene chain, and in which R1 to R4 together contain at least 2 carbon atoms, are prepared by contacting unsaturated δ-keto esters or mixtures thereof with hydroxylamine and subjecting the products to cyclization.