55084-15-6

Usage

Uses

Used in Organic Synthesis:
2-(BIS-METHYLSULFANYL-METHYLENE)-MALONIC ACID DIETHYL ESTER is used as a reagent in organic synthesis for the preparation of a range of organic compounds, leveraging its versatile chemical properties to facilitate the creation of diverse chemical entities.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-(BIS-METHYLSULFANYL-METHYLENE)-MALONIC ACID DIETHYL ESTER is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
2-(BIS-METHYLSULFANYL-METHYLENE)-MALONIC ACID DIETHYL ESTER is employed as a component in the formulation of agrochemicals, potentially enhancing the effectiveness of pesticides and other agricultural chemicals.
Used in Materials Science:
Within the realm of materials science, 2-(BIS-METHYLSULFANYL-METHYLENE)-MALONIC ACID DIETHYL ESTER is utilized in the development of new materials, such as polymers and composites, due to its ability to influence material properties and performance.
It is important to handle and store 2-(BIS-METHYLSULFANYL-METHYLENE)-MALONIC ACID DIETHYL ESTER according to safe chemical handling practices to ensure safety and effectiveness in its applications.

InChI:InChI=1/C10H16O4S2/c1-5-13-8(11)7(9(12)14-6-2)10(15-3)16-4/h5-6H2,1-4H3

Upstream product

• 75-15-0 carbon disulfide 
• 105-53-3 diethyl malonate 
• 74-88-4 methyl iodide 
• 74-83-9 methyl bromide 

Downstream Products

• 759-24-0 tert-butylmalonic acid diethyl ester 
• 60140-47-8 2-(1-Benzyl-2-phenyl-ethylidene)-malonic acid 
• 153391-45-8 6-(4-Chloro-phenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carboxylic acid ethyl ester 
• 19672-33-4 trityl-malonic acid diethyl ester 
• 812692-25-4 ethyl 1-(4-fluorophenyl)-4-(methylthio)-2-[4-(methylthio)phenyl]-6-oxo-1,6-dihydropyrimidine-5-carboxylate 
• 1259434-10-0 ethyl 3-ethoxy-5-(methylthio)-1-phenyl-1H-pyrazole-4-carboxylate 

Relevant academic research and scientific papers

Tin tetrachloride-catalyzed regiospecific allylic substitution of quinone monoketals: An easy entry to benzofurans and coumestans

A highly regioselective allylic substitution of quinone monoketals with a-oxoketene dithioacetals is achieved under the catalysis of only tin tetrachloride (1 mol%). The advantages of the reaction, including its simplicity, rapidity, low catalyst loading of inexpensive tin tetrachloride, mild conditions and; in particular, the regiospecificity, is proposed to be due to a pseudo-intramolecular process. This new synthetic method provides a facile [3+2] cycloaddition route to benzofurans and is highlighted by the synthesis of coumestans.

Aerobic, Cu-catalyzed desulfitative C-C bond-forming reaction of ketene dithioacetals/vinylogous thioesters and arylboronic acids

A new Cu-catalyzed thioorganic-boronic acid desulfitative C-C bond-forming reaction involving ketene dithioacetals/ vinylogous thioesters is reported to proceed without the assistance of ligating S-pendant. Vinylogous thiolesters and tetrasubstituted olefins were prepared by this reaction in which Cu catalyst plays a dual role under aerobic conditions.

Synthesis of substituted isoxazoles and pyrazoles from α-α Dioxoketen dithioacetals under solvothermal conditions

Some new 3,4,5-substituted isoxazoles, 3,4,5 and 1,3,4,5-substituted pyrazoles were prepared by reaction of,-oxoketen dithioacetals with hydroxylamine hydrochloride; phenyl hydrazine and hydrazine hydrate respectively under solvothermal conditions involving an ecofriendly method without any environmental pollution. The yields are in the range of 71-91%. The structure of the new compounds were established upon their elemental analysis, IR, 1H NMR, and 13C NMR. Copyright Taylor & Francis Group, LLC.

Isothiazolopyridones: Synthesis, structure, and biological activity of a new class of antibacterial agents

We report the syntheses of first-generation derivatives of isothiazolopyridones and their in vitro evaluation as antibacterial agents. These compounds, containing a novel heterocyclic nucleus composed of an isothiazolone fused to a quinolizin-4-one (at C-2 and C-3 of the quinolizin-4-one), were prepared using a sequence of seven synthetic transformations. The solid-state structure of 7-chloro-9-ethyl-1-thia-2,4a- diazacyclopenta[b]naphthalene-3,4-dione was determined by X-ray diffraction. The prepared derivatives of desfluoroisothiazolopyridones exhibited (a) antibacterial activity against Gram-negative and Gram-positive organisms, (b) inhibitory activities against DNA gyrase and topoisomerase IV, and (c) no inhibitory activity against human topoisomerase II.

A convenient one-pot synthesis of ketene dithioacetals

An easy synthesis of ketene dithioacetals 2 and 3 by the condensation of carbon disulfide and active methylene compounds 1 with subsequent alkylation in the presence of potassium fluoride is described.

Synthesis, Reactions, and Tautomerism of Ketene N,S-Acetals with Benzothiazoline Ring

Ketene dithioacetals 2 react with 2-aminothiophenol to afford the corresponding substituted 2(3H)-methylenebenzothiazoles 3.Some compounds 3 react with α,β-unsaturated esters to give 1H-pyridobenzothiazole derivatives 4 and 5 by an electrophilic addition and cyclocondensation sequence.