5000-46-4 Usage
Description
METHYLSULFONYLACETONE, also known as methanesulfonylacetone, is a sulfonyl group-containing active methylene compound with versatile reactivity in organic synthesis. It possesses unique chemical properties that enable it to participate in various reactions, making it a valuable compound in the field of chemistry.
Uses
Used in Organic Synthesis:
METHYLSULFONYLACETONE is used as a reactant for the stereoselective preparation of chiral cyclic ketones, which are important building blocks in the synthesis of complex organic molecules and pharmaceuticals. It is used as a reactant in the preparation of poly-substituted pyridines, a class of nitrogen-containing heterocycles with diverse applications in medicinal chemistry and materials science.
METHYLSULFONYLACETONE aids in the gold-catalyzed Friedlander cyclocondensation reaction, a key process for the synthesis of quinolines, which are significant structures in various biologically active compounds and pharmaceuticals.
Additionally, METHYLSULFONYLACETONE is used as a reactant in radical homoallylation reactions, which are crucial for the formation of carbon-carbon bonds and the synthesis of complex organic molecules. It is also employed in multicomponent cyclocondensation with aldehydes and aminoazoles, a reaction that leads to the formation of diverse heterocyclic compounds with potential applications in pharmaceuticals and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 5000-46-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,0,0 and 0 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5000-46:
(6*5)+(5*0)+(4*0)+(3*0)+(2*4)+(1*6)=44
44 % 10 = 4
So 5000-46-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O3S/c1-4(5)3-8(2,6)7/h3H2,1-2H3
5000-46-4Relevant articles and documents
Facile One-Pot Access to α-Diazo-β-ketosulfones from Sulfonyl Chlorides and α-Haloketones
Dar'In, Dmitry,Kantin, Grigory,Bakulina, Olga,Krasavin, Mikhail
, p. 2259 - 2266 (2020/08/26)
A convenient one-pot approach to the preparation of α-diazo-β-ketosulfones from sulfonyl chlorides is described. It involves the conversion of the sulfonyl chloride to sodium sulfinate, alkylation of the latter with α-haloketones followed by diazo transfer using the 'sulfonyl-azide-free' ('SAFE') protocol in aqueous medium. The simple and expedient method relies on readily available starting materials and provides facile access to a wide variety of valuable diazo reagents for organic synthesis.
METHOD FOR PRODUCING PYRIDAZINONE COMPOUNDS AND INTERMEDIATE THEREOF
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Page/Page column 250-251, (2012/03/27)
The present invention relates to a novel method for producing a pyridazinone compound and an intermediate thereof as shown in the following scheme: wherein the symbols are as defined in the specification.
Multicomponent cyclocondensations of β-ketosulfones with aldehydes and aminoazole building blocks
Gladkov, Eugene S.,Chebanov, Valentin A.,Desenko, Sergey M.,Shishkin, Oleg V.,Shishkina, Svetlana V.,Dallinger, Doris,Kappe, C. Oliver
experimental part, p. 469 - 480 (2009/09/08)
The multicomponent reaction of methylsulfonylacetone (or α-methylsulfonylacetophenone) with aromatic aldehydes and aminoazoles (or urea) under microwave irradiation to yield 5,8-dihydroimidazolo[1,2-a]pyrimidines and 4,7-dihydro[1,2,4]triazolo[l,5-a]pyrimidines was studied. The influence of the type of aminoazole building block on the reactivity was established. In addition, an unusual reaction pathway for the Biginelli-type condensation of methylsulfonylacetone with aldehydes and urea leading to non-classical Hantzsch-type dihydropyridines was found.
