1539-44-2

Basic information

• Product Name: Diethyl 2,6-dimethyl-4-phenyl-3,5-pyridinedicarboxylate
• Synonyms: 2,6-Dimethyl-4-(phenyl)pyridine-3,5-dicarboxylic acid diethyl ester;4-Phenyl-2,6-dimethylpyridine-3,5-dicarboxylic acid diethyl ester;Diethyl 2,6-dimethyl-4-phenylpyridine-3,5-dicarboxylate
• CAS NO: 1539-44-2
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.38
• Mol File: 1539-44-2.mol
• Article Data: 130

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Diethyl 2,6-dimethyl-4-phenyl-3,5-pyridinedicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl 2,6-dimethyl-4-phenyl-3,5-pyridinedicarboxylate(1539-44-2)
• EPA Substance Registry System: Diethyl 2,6-dimethyl-4-phenyl-3,5-pyridinedicarboxylate(1539-44-2)

Safety Data

• Hazardous Substances Data: 1539-44-2(Hazardous Substances Data)

Upstream product

• 631-61-8 ammonium acetate 
• 141-97-9 ethyl acetoacetate 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 1165-06-6 Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 620-80-4 ethyl 2-benzylidene acetoacetate 
• 626-34-6 ethyl aminocrotonate 
• 26456-05-3 10-methylacridinium perchlorate 
• 94311-71-4 2,6-dimethyl-1-oxy-4-phenyl-pyridine-3,5-dicarboxylic acid diethyl ester 
• 105-45-3 acetoacetic acid methyl ester 
• 126-81-8 dimedone 
• 1479-24-9 ethyl 2-fluorobenzoylacetate 
• 5396-89-4 benzyl acetoacetate 
• 1118-84-9 allyl acetoacetate 

Downstream Products

• 98918-00-4 2-Methyl-5-oxo-4-phenyl-5,6-dihydro-[1,6]naphthyridine-3-carboxylic acid ethyl ester 
• 16206-31-8 2,5-Dimethyl-4-phenyl-3-pyrrolcarbonsaeure-ethylester 
• 1192849-39-0 2,6-di(bromomethyl)-4-phenyl-3,5-di(ethoxycarbonyl)pyridine 
• 334932-35-3 2,6Dimethyl-3-hydroxymethyl4-phenyl-5-(1-pentenyl)pyridine 
• 329907-54-2 5-hydroxymethyl-2,6-dimethyl-4-phenyl-nicotinic acid ethyl ester 
• 57097-51-5 2,6-dimethyl-4-phenyl-pyridine-3,5-dicarboxylic acid monoethyl ester 
• 4446-60-0 2,6-dimethyl-4-phenylpyridine-3,5-dicarboxylic acid 

Relevant articles and documents

Aromatization of Hantzsch 1,4-dihydropyridines with I2-MeOH

4-Alkyl or aryl substituted Hantzsch 1,4-dihydropyridines are aromatized to the corresponding pyridines in high yields by iodine in refluxing methanol. The method tolerates several substituents such as alkyl, benzyl, aryl and heterocyclic groups present i

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Silica gel-supported bis(trimethylsilyl) chromate: Oxidation of 1,4-dihydropyridines to pyridines

An efficient and convenient method for the oxidation of 1,4-dihydropyridines mediated by silica gel-supported bis(trimethylsilyl) chromate in refluxing CH2Cl2 is reported. Copyright Taylor & Francis LLC.

Ultrasound-Assisted Heterogeneous Oxidation of 1,4-Dihydropyridines

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N,N′-ethylene-bis(benzoylacetoniminato) copper (II), Cu(C 22H22N2O2), a new reagent for aromatization of Hantzsch 1,4-dihydropyridines

A variety of Hantzsch 1,4-dihydropyridines were oxidized to their corresponding pyridines in high yields in the presence of Cu(C 22H22N2O2) in refluxing acetic acid.

Aromatization of Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines with HIO3 and I2O5 in water

Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines were converted to the corresponding pyridines and pyrazoles efficiently by the treatment of a catalytic amount of HIO3 or I2O5 in water.

Aromatization of hantzsch 1,4-dihydropyridines using barium manganate

Barium manganate has been used as an inexpensive and convenient reagent for efficient oxidation of a variety of 1,4-dihydropyridine derivatives to pyridine derivatives in refluxing benzene with excellent yields.

Oxidative Aromatization of 1,3,5-Trisubstituted Pyrazolines and Hantzsch 1,4-Dihydropyridines by Pd/C in Acetic Acid

(Equation Presented) 1,3,5-Trisubstituted pyrazolines and Hantzsch 1,4-dihydropyridines were converted to the corresponding pyrazoles and pyridines effectively by the treatment of a catalytic amount of Pd/C in acetic acid.

Aromatization of 1,4-Dihydropyridines by Clay-Supported Metal Nitrates

1,4-Dihydropyridines can be aromatized under very mild conditions by K 10 clay-supported ferric and cupric nitrates.

Zeobis, a versatile reagent for the fast aromatization of Hantzsch 1,4-Dihydropyridines

Bismuth nitrate supported onto HZSM-5 zeolite (zeobis) has been found to be an efficient and selective reagent for the oxidation of Hantzsch 1,4-Dihydropyridines to the corresponding pyridine derivatives in excellent yields.

An efficient aerobic oxidative aromatization of Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines

4-Substituted Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines were oxidized to the corresponding pyridines and pyrazoles, respectively, in high yields by molecular oxygen in the presence of catalytic amount of N-hydroxyphthalimide (NHPI

Superparamagnetic core-shell metal–organic framework Fe3O4@Ni-MOF as efficient catalyst for oxidation of 1,4-dihydropyridines using hydrogen peroxide

A facile and efficient method was described for oxidation of some 3,5-diacyl or 3,5-diester 1,4-dihydropyridines using H2O2 in the presence of superparamagnetic core-shell metal–organic framework Fe3O4@Ni-MOF. The Fe3O4@Ni-MOF has been obtained by Step-by-Step method in which magnetic Fe3O4 magnetic nanoparticles were coated with Ni-MOF using a mercaptoacetic acid linker. The synthesized catalyst was characterized using thermogravimetric analysis, FT-IR spectroscopy, powder X-ray diffraction, field emission scanning electron microscopy and energy-dispersive X-ray analysis. The novel superparamagnetic core-shell metal–organic framework Fe3O4@Ni-MOF revealed high efficiency for oxidation of various 1,4-dihydropyridines using hydrogen peroxide. The Box–Behnken design matrix and the response surface method were applied to investigate the optimization of the reaction conditions. The conditions for optimal reaction yield and time were: amount of catalyst ≈17 mmol, temperature ≈78°C and amount of hydrogen peroxide ≈ 1 ml. A variety of 3,5-diacyl or 3,5-diester 1,4-dihydropyridines with different substituted functional groups have been converted to corresponding pyridines with good to excellent isolated yields using H2O2 and Fe3O4@Ni-MOF. The catalyst was reused up to five times for the oxidation of 1,4-dihydropyridines without a significant loss in catalytic activity. The short reaction times, simplicity of method, good to excellent yields and reusability of catalyst were some advantages of the proposed procedure.

Design and synthesis of a versatile cooperative catalytic aerobic oxidation system with co-immobilization of palladium nanoparticles and laccase into the cavities of MCF

We have designed a versatile reusable cooperative catalyst oxidation system, consisting of palladium nanoparticles and laccase with unprecedented reactivity. This biohybrid catalyst was synthesized by the stepwise immobilization of laccase as an enzyme and Pd as a nanometallic component into the same cavity of siliceous mesocellular foams (MCF). MCF and nanobiohybrid catalyst were characterized by BET, SAXS, SEM, EDX elemental mapping, ICP-OES, TEM, TGA, FT-IR, and XPS techniques and the stepwise immobilization of laccase enzyme and Pd onto MCF was evaluated through several compelling electrochemical studies. The present catalytic system exhibits high activity toward (i) aerobic oxidation of alcohols to the corresponding carbonyl compounds, (ii) aerobic oxidation of cyclohexanol and cyclohexanone to phenol and (iii) aerobic dehydrogenation of important N-heteocyclic compounds (tetrahydro quinazolines, quinazolonones, pyrazolines and 1,4-diydropyridines) in the presence of catalytic amount of hydroquinone (HQ) as mediator in phosphate buffer (0.1 M, pH 4.5, 4 mL)/THF (4%, 1 mL) as solvent under mild conditions. The immobilization of both oxygen-activating catalyst (laccase) and oxidizing catalyst (Pd) onto the same support makes the present catalyst system superior to other currently available heterogeneous palladium based catalytic aerobic oxidation systems.