201161-20-8

Upstream product

• 73257-49-5 2,6-dimethyl-3,5-dimethoxycarbonyl-4-(4'-chlorophenyl)-1,4-dihydropyridine 
• 105-45-3 acetoacetic acid methyl ester 
• 141-97-9 ethyl acetoacetate 
• 104-88-1 4-chlorobenzaldehyde 
• 14205-39-1 methyl 3-aminocrotonate 
• 873-76-7 para-Chlorobenzyl alcohol 

Downstream Products

• 1015135-70-2 dimethyl 6-(4-chlorophenyl)-3,4-dimethyl-2,5-pyridinedicarboxylate 
• 1015135-69-9 dimethyl 2-(4-chlorophenyl)-5,6-dimethyl-3,4-pyridinedicarboxylate 
• 1075237-01-2 C₁₇H₁₈ClN₇O₂S₂ 

Relevant academic research and scientific papers

Poly{[4-(hydroxy)(tosyloxy)iodo]styrene}-promoted aromatisation of Hantzsch 1,4-dihydropyridines

Hantzsch 1,4-dihydropyridines undergo smooth aromatisation on oxidation by poly{[4-(hydroxy)(tosyloxy)iodo] styrene} (PS-HTIB) in CH2Cl 2 at room temperature to afford the corresponding pyridine derivatives in good yields. The polyme

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.

One-pot synthesis of 3-hydroxy-2-oxindole-pyridine hybrids via Hantzsch ester formation, oxidative aromatization and sp3 C–H functionalization using FeWO4 nanoparticles as recyclable heterogeneous catalyst

Synthesis of poly-substituted 3-hydroxy-2-oxindole-pyridine hybrids is reported via sp3 C–H bond functionalization as key steps using FeWO4 nanoparticles as reusable heterogeneous catalyst. Formation of Hantzsch ester (DHP) followed by aromatization, and sp3 C–H bond functionalization was achieved using FeWO4 nanoparticles (20 mol%) at 80 °C. Temperature dependent reactivity was observed for mono aldol (at 80 °C) and bis aldol (at 120 °C) products. The catalyst was regenerated and reused up to 6 cycles without losing catalytic activity. The FeWO4 nanoparticles were also used for oxidative aromatization of different DHP derivatives and for the sp3 C–H functionalization of 2-methyl pyridine.

Hantzsch Reaction Starting Directly from Alcohols through a Tandem Oxidation Process

A Br?nsted acidic ionic liquid, 3-(N,N-dimethyldodecylammonium) propanesulfonic acid hydrogen sulphate ([DDPA][HSO4]), has been successfully applied to catalyze sequential oxidation of aromatic alcohols with NaNO3 followed by their c

Oxidative aromatization of Hantzsch 1,4-dihydropyridines by cupric bromide under mild heterogeneous condition

A mild heterogeneous oxidizing agent, cupric bromide has been utilized for the oxidative aromatization of Hantzsch 1,4-dihydropyridines to the corresponding pyridine derivatives in excellent yields with the isolation of products by simple work-up procedur

Graphite oxide-promoted one-pot synthesis and oxidative aromatization of Hantzsch 1,4-dihydropyridines

A new and efficient method for the one-pot synthesis of pyridine compounds using three-component Hantzsch synthesis in high yields using graphite oxide, a readily available and inexpensive material, as a mild and efficient agent is described. Graphical Abstract: [Figure not available: see fulltext.]

An efficient transition-metal-chloride/sodium-nitrite/TEMPO catalytic system for aerobic oxidative aromatisation of Hantzsch 1,4-dihydropyridines

A facile and efficient transition-metal-chloride/sodium-nitrite/TEMPO catalytic system for aerobic oxidative aromatisation of Hantzsch 1,4-dihydropyridines in high yields under mild conditions is described.

Remarkably fast and selective aromatization of Hantzsch esters with MoOCl4 and MoCl5: A chemical model for possible biologically relevant properties of molybdenum-containing enzymes

Mo(VI) and Mo(V) salts both react selectively with Hantzsch esters to produce substitute pyridines in good-to-excellent yield (75-99%). The remarkable reactivity and selectivity of MoOCl4 under reflux of acetonitrile and MoCl5 in dichloromethane at room temperature encouraged us to propose that molybdenum-containing enzymes (such as xanthine or aldehyde oxidase) also participate to some degree in the metabolism of 1,4-dihydropyridine drugs in the liver analogous to NADH in the respiratory chain.

In situ coupled oxidation cycle catalyzed by highly active and reusable Pt-catalysts: Dehydrogenative oxidation reactions in the presence of a catalytic amount of o-chloranil using molecular oxygen as the terminal oxidant

An in situ coupled oxidation cycle that allows catalytic oxidation of a substrate with catalytic amounts of o-chloranil and novel reusable polymer-immobilized platinum nanocluster catalysts using molecular oxygen as the terminal oxidant was developed.

Aromatization of hantzsch 1,4-dihydropyridines with Al(NO 3)39H2O and/or Fe(NO3)39H2O in the presence of silica sulfuric acid under mild and heterogeneous conditions

A simple and convenient method for the aromatization of Hantzsch 1,4-dihydropyridines to the corresponding pyridines is achieved via combination of aluminum or ferric nitrates and silica sulfuric acid as environmentally friendly and novel oxidizing media.