107752-95-4

Upstream product

• 2169-68-8 ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate 
• 126-81-8 dimedone 
• 2286-35-3 ethyl 3-(4-chlorophenyl)-2-cyanoacrylate 
• 104-88-1 4-chlorobenzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 1446865-31-1 10-(4-chlorophenyl)-4-iodo-7,7-dimethyl-3-phenyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione 
• 1446865-01-5 ethyl 4-(4-chlorophenyl)-7,7-dimethyl-5-oxo-2-(phenylethynyl)-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1446864-82-9 ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1227407-86-4 C₂₀H₁₈ClNO₄ 

Relevant academic research and scientific papers

Choline chloride/pentaerythritol: a deep eutectic solvent for the synthesis of pyran and chromene derivatives

Abstract: A novel deep eutectic solvent system was prepared by mixing choline chloride as a hydrogen-bond acceptor with 2,2-bis(hydroxymethyl)propane-1,3-diol (pentaerythritol) as a hydrogen-bond donor. This green solvent was used for the one-pot synthesi

A new approach for the synthesis of biologically active chromene compounds using a photo catalyst TiO2-Ag

A green and efficient method for the synthesis of chromene derivatives using TiO2 doped Ag as a photocatalyst under visible light irradiation at room temperature is reported. The advantages of our method are clean reaction condition, easy workup procedure, use of eco-friendly solvent, and recyclable catalyst and most importantly higher yield of the product. The photocatalyst was found to be highly efficient for the synthesis of chromene derivatives within a short reaction time. The photocatalyst was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), scanning electron microscope (SEM), energy dispersive X-ray spectroscopy (EDS), and powder XRD technique and thermogravimetric analysis (TGA). In addition, the in-vitro study of helminths against S. obvelata were investigated and it was found that chromene derivatives were active against S. obvelata and showed no sign of acute toxicity in mice.

Synthesis and characterization of guanine-functionalized mesoporous silica [SBA-16-G]: a metal-free and recyclable heterogeneous solid base catalyst for synthesis of pyran-annulated heterocyclic compounds

Abstract: The synthesis of a new solid base catalyst, i.e., guanine-functionalized mesoporous silica [SBA-16-G], is described. The synthesized catalyst has been fully characterized by FTIR, solid state 13C NMR, TGA, XRD, BET, FESEM, EDAX, CHNS elemental analysis, CO2-TPD, and TEM techniques. The surface area and the basicity of the synthesised [SBA-16-G] were found to be 524?m2/g and 3.230?mmol/g, respectively, based on BET and CO2-TPD analysis. The catalytic activity of the synthesized catalyst has been explored in the synthesis of a series of biologically and pharmaceutically active pyran-annulated heterocyclic compounds from a one-pot three-component reaction of an aromatic aldehyde, malononitrile/ethyl cyanoacetate, and a C–H activated acidic compound, in the presence of a catalytic amount (10?wt%) of [SBA-16-G]. The catalyst is metal-free, easy to synthesize and to isolate from the reaction mixture, and recycled up to four times without significant loss of catalytic activity. Graphical abstract: [Figure not available: see fulltext.].

Ag3[PMo12O40]: An efficient and green catalyst for the synthesis of highly functionalized pyran-annulated heterocycles via multicomponent reaction

A facile, efficient and eco-friendly catalytic protocol was developed for the synthesis of medicinally important pyran-annulated heterocycles via multicomponent reaction (MCR). Cyclocondensation of differently substituted aromatic aldehydes, malononitrile

Improvement in nanocomposite host (nanocavity of dealuminated zeolite Y)-guest (12-molybdophosphoric acid) catalytic activity and its application to the one-pot three-component synthesis of tetrahydrobenzo[b]pyrans

Zeolite Y was dealuminated by chemical methods (with ethylenediaminetetraacetic acid) to modify the zeolite structure for 12-molybdophosphoric acid (MPA) loading. MPA was encapsulated in the nanocavities of modified dealuminated zeolite Y (MDAZY) and char

Facile and efficient access to tetrahydrobenzo[b]-pyrans catalyzed by N,N-dimethylbenzylamine

The N,N-dimethylbenzylamine (DMBA) has been used as an efficient, inexpensive, and commercially available organocatalyst for the one-pot, three-component synthesis of tetrahydrobenzo[b]pyrans in good to high yields. It was found that the one-pot Knoevenagel-Michael-Thorpe-Ziegler cyclization sequence of dimedone, malononitrile/ethyl cyanoacetate, and various aldehydes was efficiently implemented in ethanol at 45 °C. This procedure offers attractive several features: mild reaction conditions, use of ethanol as a green solvent, reusability the reaction media, shorter reaction times, and the ease of the work-up.

(CTA)3[SiW12]-Li+-MMT: A novel, efficient and simple nanocatalyst for facile and one-pot access to diverse and densely functionalized 2-amino-4H-chromene derivatives via an eco-friendly multicomponent reaction in water

A simple, facile and highly efficient one-pot synthesis of a pharmaceutically interesting diverse kind of functionalized 2-amino-4H-chromene by a straightforward three-component reaction of an aromatic aldehyde, malononitrile (or ethyl cyanoacetate) and diverse enolizable C-H activated acidic compounds in the presence of a catalytic amount of (CTA)3[SiW12]-Li+-MMT is reported as a novel, environmentally friendly, reusable and promising nanocatalyst reaction in refluxing water. Based on the procedure, it was feasible to synthesize 2-amino-3-cyano-pyrano[3,2-c]chromen-5(4H)-one (4a-4y), 2-amino-3-cyano-pyrano[3,2-c]quinolin-5(4H)-one (6a-6s), 2-amino-3-cyano-7,8-dihydro-4H-chromen-5(6H)-one (8a-8u), 2-amino-3-cyano-pyrano[4,3-b]pyran-5(4H)-one (12a-12f), 2-amino-3-cyano-pyrano[3,2-c]pyridine-6(5H)-one (13a-13f), and 1H-pyrano[2,3-d]pyrimidine-2,4(3H,5H)-dione (14a-14f). The structure of the nanocatalyst was confirmed by various techniques such as IR, SEM, TGA-DTG, EDX, ICP and XRD analyses. In comparison to the conventional methods, the salient features of the present protocol are green reaction conditions, high quantitative yields, short reaction time, high atom economy, low cost, easy isolation of products, and no column chromatographic separation.

Silica-coated magnetic NiFe2O4 nanoparticles-supported H3PW12O40; Synthesis, preparation, and application as an efficient, magnetic, green catalyst for one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives

A powerful, magnetic, supported, acid catalyst, NiFe2O4@SiO2-H3PW12O40, was prepared by chemical support of Keggin (H3PW12O40) heteropolyacid (HPA) on silica-coated NiFe2O4 magnetic nanoparticles. XRD, TEM, SEM, VSM, and FTIR confirmed that the keggin HPA is well dispersed on the surface of silica-coated NiFe2O4 magnetic nanoparticles. The magnetically recoverable catalyst could be easily recycled at least six times without significant loss of catalytic activity. After full characterization, its catalytic activity was investigated in the synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives. Graphical Abstract: (1) Novel silica-coated magnetic NiFe2O4 nanoparticles-supported H3PW12O40 was fabricated and characterized. (2) Recyclability of the catalyst. (3) Avoiding use of corrosive acid catalysts. (4) Green chemistry.

Choline chloride function ion liquid catalytic method for preparing benzopyran derivative

The invention discloses a method for preparing benzopyran derivative by choline chloride functional ion liquid catalysis. The method comprises the following steps of: carrying out catalytic condensation reaction on aromatic aldehyde, an active methylene compound and ketene dimethyl under normal pressure to obtain the benzopyran derivative by using the functional ion liquid based on choline chloride as the catalyst. The method for preparing benzopyran derivative by choline chloride functional ion liquid catalysis is simple to operate, high in yield, good in reusability of catalytic reaction system, gentle in reaction condition and good in industrial prospect.