2286-29-5

Usage

Uses

Used in Pharmaceutical Industry:
α-Cyano-4-methoxybenzeneacrylic acid ethyl ester is utilized as a precursor in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications, making it a valuable component in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, α-Cyano-4-methoxybenzeneacrylic acid ethyl ester is employed as a starting material for the production of agrochemicals. Its role in creating effective pesticides and other agricultural chemicals contributes to crop protection and yield enhancement.
Used in Dye Industry:
α-Cyano-4-methoxybenzeneacrylic acid ethyl ester is also used as a precursor in the dye industry, where it contributes to the creation of a range of dyes with specific color properties and applications in various industries, including textiles and printing.
Used in Organic Synthesis:
As a building block in organic synthesis, α-Cyano-4-methoxybenzeneacrylic acid ethyl ester is instrumental in the development of diverse organic compounds. Its reactivity and structural features make it a key component in the synthesis of complex organic molecules for research and industrial applications.
Safety Considerations:
Given its classification as a hazardous chemical, α-Cyano-4-methoxybenzeneacrylic acid ethyl ester requires careful handling to mitigate potential health and environmental risks. Proper safety measures should be implemented during its production, use, and disposal to ensure the well-being of individuals and the environment.

InChI:InChI=1/C13H13NO3/c1-3-17-13(15)11(9-14)8-10-4-6-12(16-2)7-5-10/h4-8H,3H2,1-2H3/b11-8+

Upstream product

• 64-17-5 ethanol 
• 1519-55-7 2-cyano-3-(4-methoxyphenyl)acrylic acid 
• 141-52-6 sodium ethanolate 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 2826-26-8 2-(4-methoxyphenylmethylene)malononitrile 
• 14815-50-0 ethyl 2-cyano-3-(phenylamino)-3-thioxopropanoate 
• 105-34-0 methyl 2-cyanoacetate 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 2017-89-2 2-cyano-3-(4-nitrophenyl)-2-propenoic acid ethyl ester 
• 245415-93-4 6-(4-Methoxyphenyl)-1,5-diazabicyclo[3.1.0]hexane 
• 105-13-5 4-Methoxybenzyl alcohol 
• 107-91-5 cyanoacetic acid amide 
• 7443-25-6 dimethyl 2-(4-methoxybenzylidene)malonate 

Downstream Products

• 75133-95-8 ethyl 2,3-dicyano-3-(4-methoxyphenyl)propanoate 
• 13565-23-6 2-(4-methoxyphenyl)succinic acid 
• 1519-55-7 2-cyano-3-(4-methoxyphenyl)acrylic acid 
• 111783-12-1 3-amino-4-cyano-5-(p-anisyl)benzocoumarin 
• 144488-64-2 7-Hydroxy-5-(4-methoxy-phenyl)-pyrazolo[1,5-a]pyrimidine-3,6-dicarbonitrile 
• 77198-61-9 2-amino-4-(4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalene-1,3-dicarbonitrile 
• 77821-73-9 4-(4-methoxyphenyl)-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 77821-73-9 2-Hydroxy-4-(4-methoxy-phenyl)-5,6,7,8-tetrahydro-quinoline-3-carbonitrile 
• 128405-24-3 6-(2-Hydroxy-phenyl)-4-(4-methoxy-phenyl)-2-oxo-2H-pyran-3-carbonitrile 
• 129354-37-6 ethyl 2-amino-4-(4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-benzo[b]pyrano-3-carboxylate 
• 82607-05-4 4-(4-Methoxy-phenyl)-2-oxo-2,3,4,5-tetrahydro-1H-indeno[1,2-b]pyridine-3-carbonitrile 
• 84762-13-0 4-(p-methoxyphenyl)-3-cyano<5H>indeno<1,2-b>pyridine-2(1H)-one 
• 77831-44-8 4-(4-Methoxy-phenyl)-2-oxo-1,2,5,6,7,8,9,10-octahydro-cycloocta[b]pyridine-3-carbonitrile 
• 128405-30-1 2-Amino-6-(4-hydroxy-1-methyl-2-oxo-1,2-dihydro-quinolin-3-yl)-4-(4-methoxy-phenyl)-4H-pyran-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

MOFs assembled from C 3symmetric ligands: Structure, iodine capture and role as bifunctional catalysts towards the oxidation-Knoevenagel cascade reaction

Three new NiII/CoII-metal organic frameworks were self-assembled by the reaction of C3 symmetric 1,3,5-tribenzoic acid (H3BTC) and 2,4,6-tris(4-pyridyl)-1,3,5-triazine (4-TPT) ligands and NiII/CoII salts under solvothermal conditions. Isomorphous MOF1 and MOF2 exhibit a 3D pillar-layer framework based on binuclear M2(OH)(COO)2 units connected by tritopic BTC3- and 4-TPT ligands with a novel (3,5)-connected topology net. MOF3 displays a 3-fold interpenetrated 3D network exhibiting a (3,4)-connected topology net. The porous MOF3 can reversibly take up I2. The activated MOFs contain both Lewis acid (NiII center) and basic (uncoordinated pyridyl or carboxylic groups) sites, and act as bifunctional acid-base catalysts. The catalytic measurements demonstrate that the activated MOF3 exhibits good activities for benzyl alcohol oxidation and the Knoevenagel reaction and can be recycled and reused for at least four cycles without losing its structural integrity and high catalytic activity. Thus, the catalytic properties for the oxidation-Knoevenagel cascade reaction have also been studied.

Highly active zinc oxide-supported lithium oxide catalyst for solvent-free Knoevenagel condensation

Li2O/ZnO catalyst was prepared by wet impregnation method and characterized by XRD, SEM, EDX, FTIR, BET surface area and UV-Vis diffuse reflectance spectroscopy. This study revealed a decrease in average particle size and change in the shape of

New mononuclear and binuclear cu(Ii), co(ii), ni(ii), and zn(ii) thiosemicarbazone complexes with potential biological activity: Antimicrobial and molecular docking study

Herein, we report the synthesis of eight new mononuclear and binuclear Co2+, Ni2+, Cu2+, and Zn2+ methoxy thiosemicarbazone (MTSC) complexes aiming at obtaining thiosemicarbazone complex with potent biological a

Overcoming acid–base copolymer neutralization using mesoporous carbon and its catalytic activity in the tandem deacetalization–Knoevenagel condensation reaction

Abstract: Acid–base copolymer materials are of considerable interest because of their fundamental implications for acid–base bifunctional catalysis applications. However, quenching the acid and base sites of the copolymer with each other in free radical polymerizations is still challenging. Herein, we demonstrate that the polymerization of styrenesulfonic acid-co-4-vinylpyridine into the mesoporous carbon material (i.e., CMK-3) can control the chain growth polymerization and result in decreasing the interaction of the acid–base sites. The results showed that by using CMK-3, 40% of the acid and base sites of the copolymer remain in their original form while 60% of acid and base sites convert to the pyridinium and sulfonate forms. Furthermore, it is demonstrated that this material can be processed as a heterogeneous bifunctional acid–base catalyst in the tandem one-pot acid–base reaction (i.e., deacetalization–Knoevenagel condensation reaction) with a high catalytic activity in aqueous media. Graphic abstract: [Figure not available: see fulltext.].

Ammonium chloride: An efficient and environmentally benign catalyst for knoevenagel condensation of carbonyl and active methylene compounds

In the present study, a rapid, simple and an efficient procedure for the Knoevenagel condensation of various carbonyl and active methylene compounds in ethanol at a moderate temperature in the presence of a catalytic amount of an efficient, environmentall

Synthesis of highly substituted tetrahydroquinolines using ethyl cyanoacetate: Via aza-Michael-Michael addition

A three-component cascade reaction involving 2-alkenyl aniline, aldehydes, and ethyl cyanoacetate in the presence of DBU to synthesize highly substituted 1,2,3,4-tetrahydroquinolines is reported. The reaction proceeded through the Knoevenagel condensation

A Simple and Highly Versatile Procedure for the Knoevenagel Condensation Promoted by an Efficient, Eco-Friendly, and Recyclable nano-ZnO Catalyst

Abstract: A simple, highly versatile, and efficient protocol for the synthesis of substituted olefins from various aromatic aldehydes and active methylene compounds by Knoevenagel condensation using an efficient, eco-friendly, and recyclable nano-ZnO cata

Highly efficient FeNP-embedded hybrid bifunctional reduced graphene oxide for Knoevenagel condensation with active methylene compounds

We have synthesized atypical highly active bifunctional FeNPs implanted on amino-modified reduced graphene oxide (FeNPs/Am@rGO) [where FeNPs = Fe nanoparticles; Am = Primary aromatic amine derivatives such as p-phenylenediamine (PPD) and/or aniline (AN)]

Molecular Pivot-Hinge Installation to Evolve Topology in Rare-Earth Metal–Organic Frameworks

Linker desymmetrization has been witnessed as a powerful design strategy for the discovery of highly connected metal–organic frameworks (MOFs) with unprecedented topologies. Herein, we introduce molecular pivot-hinge installation as a linker desymmetrization strategy to evolve the topology of highly connected rare-earth (RE) MOFs, where a pivot group is placed in the center of a linker similar to a hinge. By tuning the composition of pivot groups and steric hindrances of the substituents on various linker rotamers, MOFs with various topologies can be obtained. The combination of L-SO2 with C2v symmetry and 12-connected RE9 clusters leads to the formation of a fascinating (4,12)-c dfs new topology. Interestingly, when replacing L-SO2 with a tetrahedra linker L-O, the stacking behaviors of RE-organic layers switch from an eclipsed mode to a staggered stacking mode, leading to the discovery of an intriguing hjz topology. Additionally, the combination of the RE cluster and a linker [(L-(CH3)6)] with more bulky groups gives rise to a flu topology with a new 8-c inorganic cluster. The diversity of these RE-MOFs was further enhanced through post-synthetic installation of linkers with various functional groups. Functionalization of each linker with acidic and basic units in the mesoporous RE-based PCN-905-SO2 allows for efficient cascade catalytic transformation within the functionalized channels.

Amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks as efficient catalysts for one-pot cascade reactions

In this paper, novel amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks (H-ONTFs) were directly prepared by templating core-shell bottlebrush copolymers via a Friedel-Crafts (F-C) alkylation reaction, in which the acidic sites were anchored into the wall of nanotubes and basic sites were introduced onto the inner layer wall of nanotubes through a rational molecular design strategy. The resulting acid-base bifunctionalized H-ONTFs showed excellent catalytic activities for one-pot deacetalization-Knoevenagel cascade reactions due to their open-ended structure, large surface area and good multi-porosity interconnectivity.