6331-45-9

Usage

Uses

Used in Organic Synthesis:
(m-Nitrobenzylidene)malonic acid diethyl ester is used as a reagent in the organic synthesis industry for the preparation of various organic compounds. Its unique structure allows for versatile reactions and the creation of a wide range of products.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (m-Nitrobenzylidene)malonic acid diethyl ester is used as a starting material for the synthesis of other derivatives and pharmaceuticals. Its properties make it a valuable component in the development of new drugs and medications.
Used in Research:
(m-Nitrobenzylidene)malonic acid diethyl ester is also utilized in research settings to study its potential biological activities, such as antifungal and anticancer properties. (m-Nitrobenzylidene)malonic acid diethyl ester holds promise for the development of new treatments and therapies in the medical field.
Overall, (m-Nitrobenzylidene)malonic acid diethyl ester is an important compound in organic chemistry with various applications in research, pharmaceutical development, and industrial processes.

InChI:InChI=1/C19H19N3O2S/c1-5-10-22-12(2)14(13-8-6-7-9-16(13)22)11-15-17(23)20(3)19(25)21(4)18(15)24/h5-9,11H,1,10H2,2-4H3

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 105-53-3 diethyl malonate 
• 555-16-8 4-nitrobenzaldehdye 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 23270-32-8 <α-(O,O-Diethyl-phosphono)-3-nitro-benzyl>-malonsaeure-diethylester 
• 59803-36-0 2-(3-Nitrobenzyl)malonic acid diethyl ester 
• 96962-36-6 2-Methyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 93098-62-5 (4S,5R)-4-(3-Nitro-phenyl)-6-oxo-2-phenyl-1,4,5,6-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 93098-65-8 (4S,5R)-2-Dimethylamino-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 69006-92-4 2-(3-nitrophenyl)succinic acid 
• 66064-10-6 3-(3-nitrophenyl)pyrrolidine-2,5-dione 

Relevant academic research and scientific papers

Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes: Scope and limitations

Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes utilizing S-monofluoromethyl-S-phenyl-2,3,4,5-tetramethylphenylsulfonium tetrafluoroborate is an efficient approach to obtain a range of monofluorocyclopropane derivatives. So far, fluoromethylsulfonium salts have displayed the broadest scope for direct fluoromethylene transfer. In contrast to more commonly used fluorohalomethanes or freon derivatives, diarylfluoromethylsulfonium salts are bench stable, easy-to use reagents useful for the direct transfer of a fluoromethylene group to alkenes giving access to the challenging products-fluorocyclopropane derivatives. Interplay between the reactivity of the starting materials and stability of the fluorocyclopropanes formed determines the outcome of the process.

Lipase-Catalysed Addition of Pyrrolidine to Chalcone and Benzylidene Malonate Derivatives

The porcine pancreas lipase (PPL) type II catalyzes the aminolysis of benzylidene malonates by regiospecific amidation of substrates and afforded the Z-isomer; no E-isomer or diamide byproducts were observed. PPL also catalyzes Michael addition of acetophenone to various derivatives of chalcones.

Synthesis of 3-(3-aryl-pyrrolidin-1-yl)-5-aryl-1,2,4-triazines that have antibacterial activity and also inhibit inorganic pyrophosphatase

Inorganic pyrophosphatases are potential targets for the development of novel antibacterial agents. A pyrophosphatase-coupled high-throughput screening assay intended to detect o-succinyl benzoic acid coenzyme A (OSB CoA) synthetase inhibitors led to the unexpected discovery of a new series of novel inorganic pyrophosphatase inhibitors. Lead optimization studies resulted in a series of 3-(3-aryl-pyrrolidin-1-yl)-5-aryl-1,2,4-triazine derivatives that were prepared by an efficient synthetic pathway. One of the tetracyclic triazine analogues 22h displayed promising antibiotic activity against a wide variety of drug-resistant Staphylococcus aureus strains, as well as activity versus Mycobacterium tuberculosis and Bacillus anthracis, at a concentration that was not cytotoxic to mammalian cells.

LiClO4-accelerated three-component Mannich-type reaction of diethyl malonate with imines: An efficient synthesis of β-amino esters under solvent-free conditions

LiClO4 is used as catalyst for direct Mannich-type reaction of aryl aldehydes, aryl amines, and diethyl malonic ester under solvent-free conditions. This three-component reaction afforded the corresponding β-amino esters in good yields with simple and env

Pyrazolidine-3,5-dione derivatives as potent non-steroidal agonists of farnesoid X receptor: Virtual screening, synthesis, and biological evaluation

The identification of a novel pyrazolidine-3,5-dione based scaffold hit compound as Farnesoid X receptor (FXR) partial or full agonist has been accomplished by means of virtual screening techniques. A series of pyrazolidine-3,5-dione derivatives (1a-u and

A practical Knoevenagel condensation catalyzed by PEG400 and anhydrous K2CO3 without solvent

Knoevenagel condensation of aromatic aldehydes with active methylene compounds under solvent-free conditions to synthesize arylidene compounds in good to excellent yields using powdered anhydrous K2CO3 and PEG400 as catalysts has bee

Lewis acidic ionic liquids for the synthesis of electrophilic alkenes via the Knoevenagel condensation

1-Butyl-3-methylimidazolium chloroaluminate, [bmim]Cl·AlCl3, N = 0.67 and 1-butylpyridinium chloroaluminate, [bpy]Cl·AlCl3, N = 0.67 ionic liquids were found to work well as the Lewis acid catalyst and solvent in the Knoevenagel condensations of benzaldehyde and substituted benzaldehydes with diethyl malonate to give benzylidene malonates. The benzylidene malonates subsequently underwent Michael additions with diethyl malonate. The extent of Michael product formed during the reaction was found to vary with the Lewis acidity and the molar proportion of ionic liquid. The influence of Lewis acidity of the ionic liquid on the Knoevenagel and Michael products is demonstrated. In the case of 2-hydroxyarylaldehydes, the reactions led to the formation of 3-ethoxycarbonyl coumarins under ambient conditions.

Microwave assisted synthesis of fungicidal compounds using Knoevenagel condensation in dry media

An environmentally benign, solventless, rapid and economic technique for the synthesis of substituted quinolines, indoles and aromatic compounds using Knoevenagel condensation is described from readily available aromatic and heterocyclic aldehydes and die

Knoevenagel condensation catalyzed by a Mexican bentonite using infrared irradiation

Diethyl malonate undergoes condensation with aromatic aldehydes without solvents, in the presence of a Mexican bentonite using infrared irradiations as the energy source, to give the benzylidenemalonate compounds in fair yield.

Enzyme-Catalyzed Hydrolyses of E/Z-Diastereotopic and E/Z-Diastereomeric Esters. Affect on Selectivity by Reaction Media

PLE-catalyzed hydrolyses of different types of E/Z-diastereotopic diesters and E/Z-diastereomeric monoesters have been studied.Arylidenepropanedioic diesters are specifically hydrolyzed to the Z-half esters, whereas the de values for dialkylated methylene propanedioic diesters range between 33 and 79percent (Z).D values for the hydrolyses of the 3-methyleneazetidin-2-ones in detergent-buffer systems depend on the size of the substituent in the α-position.Diastereoselectivity of these substrates is affected by addition of the cosolvents acetonitrile and methanol.