32804-77-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Ethoxyethyl cyanoacetate is used as an intermediate in the synthesis of various pharmaceuticals due to its high reactivity and ability to participate in multiple types of chemical reactions, which are essential in the creation of complex drug molecules.
Used in Pesticide Production:
In the agrochemical sector, 2-Ethoxyethyl cyanoacetate is utilized as an intermediate for the production of pesticides, contributing to the development of effective compounds for pest control and management.
Used in Organic Compounds Synthesis:
2-Ethoxyethyl cyanoacetate is used as a versatile intermediate in the synthesis of other organic compounds, leveraging its reactivity to form a wide range of products used in various industries.
Used in Coordination Complexes and Organometallic Compounds:
2-Ethoxyethyl cyanoacetate is used as a component in the synthesis of coordination complexes and organometallic compounds, taking advantage of its capacity to form stable complexes with metal ions, which is crucial for the development of new materials and catalysts.
Used as a Solvent:
2-Ethoxyethyl cyanoacetate is also used as a solvent in certain chemical processes, providing a medium for reactions to occur, which is essential for the efficiency and effectiveness of various chemical syntheses.
Used as a Stabilizer:
2-Ethoxyethyl cyanoacetate serves as a stabilizer in some formulations, helping to maintain the consistency and effectiveness of products over time, which is particularly important in the manufacturing of certain chemicals and pharmaceuticals.

InChI:InChI=1/C7H11NO3/c1-2-10-5-6-11-7(9)3-4-8/h2-3,5-6H2,1H3

Upstream product

• 110-80-5 2-ethoxy-ethanol 
• 105-56-6 ethyl 2-cyanoacetate 
• 372-09-8 cyanoacetic acid 
• 60682-94-2 chloro-acetic acid-(2-ethoxy-ethyl ester) 
• 151-50-8 potassium cyanide 

Downstream Products

• 21982-43-4 2-ethoxyethyl 2-cyanoacrylate 
• 40674-32-6 {(E)-4-[Bis-(2-chloro-ethyl)-amino]-phenylimino}-cyano-acetic acid 2-ethoxy-ethyl ester 
• 3695-84-9 methyl benzylidenecyanoacetate 
• 1419401-88-9 2-ethoxyethyl (2Z)-cyano{3-[(3-methoxypropyl)amino] cyclohex-2-en-1-ylidene}ethanoate 
• 1419401-77-6 2-ethoxyethyl (2Z)-cyano-{3-[(3-methoxypropyl)amino]cyclohex-2-en-1-ylidene}ethanoate 
• 1202935-24-7 C₂₂H₃₃N₂O₈PS 
• 1202935-46-3 C₂₄H₃₆FN₂O₈PS 
• 1202935-38-3 C₂₄H₃₇N₂O₈PS 
• 1202935-31-6 C₂₂H₃₂FN₂O₈PS 

Relevant academic research and scientific papers

Synthesis and antiviral bioactivities of 2-cyano-3-substitutedamino(phenyl) methylphosphonylacrylates (Acrylamides) containing alkoxyethyl moieties

An efficient reaction under microwave irradiation has been developed for the synthesis of a series of novel 2-cyano-3-substituted-amino(phenyl) methylphosphonylacrylates (acrylamides) II. The products obtained in shorter reaction time with moderate yields are fully characterized by elemental analysis, IR, 1H, 13C, and 31P NMR spectral data. The role of introducing various substituents and the effect of incorporating a-aminophosphonates with an alkoxyethyl moiety into the parent cyanoacrylate (acrylamide) structure are investigated. Among the studied compounds, both II-17 and II-24 displayed good in vivo curative, protection, and inactivation effects, which were comparable to those of the commercial reference ningnanmycin (inhibitory rates of 58.8, 60.2, 78.9% and 60.0, 58.9, 85.5%, respectively, at 500 mg/L against TMV). To the best of the authors' knowledge, this is the first report on the synthesis and antiviral activity of the title compounds II.

Synthesis and antiviral activities of cyanoacrylate derivatives containing an α-aminophosphonate moiety

Target compounds 8 were obtained by the reaction of alkyl 2-cyano-3,3-dimethylthioacrylate or cyarylamide (7a-7e) and α- aminobenzylphosphonate (5a-5e) under reflux condition using ethanol as solvent. Their structures were clearly verified by spectroscopic data (IR and 1H, 13C, and 31P NMR) and elemental analysis. These compounds were shown to be antivirally active in the bioassay. It was found that title compounds 8d and 8e had the same inactivation effect against tobacco mosaic virus (EC50 = 55.5 and 55.3 μg/mL) as the commercial product ningnanmycin (EC50 = 50.9 μg/mL). To the best of our knowledge, this is the first report on the synthesis and antiviral activity of cyanoacrylate derivatives containing an α-aminophosphonate moiety.

Synthesis and Herbicidal Activity of 2-Cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates

A series of 2-cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates were synthesized as herbicidal inhibitors of PSII electron transport. All of these compounds exhibited good herbicidal activities. In particular, (Z)-ethoxyethyl 2-cyano-3-isopropyl-3-(2-chlorothiazol-5-yl)methylaminoacrylate showed excellent herbicidal activities even at a dose of 75 g/ha. A suitable group at the 3-position of acrylate was essential for high herbicidal activity. 2-Cyanoacrylates containing a 2-chloro-5-thiazolyl group are a novel class of herbicides and display herbicidal activities comparable to existing analogues bearing chloropyridyl or chlorophenyl.

Synthesis and herbicidal activity of 2-cyano-3-substituted-pyridinemethylaminoacrylates

Two series of 2-cyano-3-substituted-pyridinemethylaminoacrylates, namely 12 new (Z)-2-cyano-3-methylthio-3-substituted-pyridinemethaneaminoacrylates and 10 new (Z)-2-cyano-3-alkyl-3-substituted-pyridinemethaneaminoacrylates, were synthesized as herbicidal inhibitors of photosystem II (PSII) electron transport. All of these compounds were confirmed by 1H NMR, elemental, IR, and mass spectrum analyses. Their herbicidal activities were evaluated. Some compounds exhibited excellent herbicidal activities, even at a dose of 75 g/ha. A suitable substituent at the 2-position of the pyridine ring and the well-fit group at the 3-position of acrylate were essential for high herbicidal activity. 2-Cyanoacrylates containing a substituted pyridine ring provide higher herbicidal activities than parent compounds containing phenyl. These PSII inhibitor herbicides are safe to corn, which is a major crop in China.