28868-76-0

Usage

Uses

Used in Pharmaceutical Industry:
Dimethyl chloromalonate is used as a synthetic intermediate for the production of 4,5,6-trichloropyrimidine, which is an important compound in the development of pharmaceuticals, particularly those with antiviral and anticancer properties.
Used in Chemical Synthesis:
Dimethyl chloromalonate is used as a key building block in the stereoselective synthesis of highly functionalized nitrocyclopropanes. These compounds are valuable in the creation of complex organic molecules and have potential applications in various chemical and pharmaceutical industries.
Used in Organic Chemistry:
In the field of organic chemistry, dimethyl chloromalonate is utilized in the one-pot synthesis of tetra-alkoxycarbonylallylidenetriphenylphosphoranes. This process demonstrates the versatility of dimethyl chloromalonate in forming complex molecular structures with potential applications in materials science and pharmaceuticals.
Used in Synthesis of 2-Oxido-Benzo[b]furan Derivatives:
Dimethyl chloromalonate is used as a reactant in the synthesis of 2-oxido-benzo[b]furan derivatives through its reaction with hydroquinone and monosubstituted hydroquinones. These derivatives may have potential applications in various industrial and chemical processes.

InChI:InChI=1/C5H7ClO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3

Upstream product

• 17911-97-6 2-Chlor-3,3-dimethoxy-acrylsaeure-methylester 
• 563-79-1 2,3-Dimethyl-2-butene 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 859200-43-4 (toluene-4-sulfonyl)-malonic acid dimethyl ester 
• 344-14-9 dimethyl 2-fluoromalonate 
• 72955-21-6 2-(4-Hydroxy-3-methoxycarbonyl-phenoxy)-malonic acid dimethyl ester 
• 72955-20-5 2-(3-Carboxy-4-hydroxy-phenoxy)-malonic acid dimethyl ester 
• 72955-05-6 Dimethyl-p-methoxyphenoxymalonat 
• 186521-41-5 2-[(1-{[(tert-butoxycarbonyl)amino]methyl}-3(S)-[5-(ethoxycarbonyl)thiophene-2-yl]propyl)thio]malonic acid dimethyl ester 
• 53295-30-0 5-[2,2-bis(methoxycarbonyl)ethyl]tetrahydrofuran-2-one 
• 5464-22-2 tetramethyl ethane-1,1,2,2-tetracarboxylate 
• 7605-66-5 cyclopropane-1,1,2,2-tetracarboxylic acid tetramethyl ester 
• 1733-15-9 Tetramethyl ethylenetetracarboxylate 
• 29340-86-1 Dimethoxymalonic acid dimethyl ester 
• 489446-51-7 N-(3-methoxy-benzyl)-N-[2-(4-methoxy-phenylcarbamoyl)-phenyl]-malonamic acid methyl ester 
• 501939-32-8 dimethyl (tributylphosphoranylidene)malonate 

Relevant academic research and scientific papers

Synthesis of 2'-deoxy-4'-C-hydroxymethyl-4'-thioribonucleosides and their 2',3'-dideoxy and 2',3'didehydro-2',3'-dideoxy analogues

(±)-2'-Deoxy-4'-C-hydroxymethyl-4'-thioribonucleosides (1) and their 2',3'-dideoxy- (2) and 2',3'-didehydro-2',3'-dideoxy- (3) analogues have been prepared from hydrothiophene derivatives 2,2-bis(benzyloxymethyl)-3-benzyloxytetrahydrothiophene (4), 2,2-bis-(acetoxymethyl)tetrahydrothiophene (5) and 2,2-bis(acetoxymethyl)-2,5-dihydrothiophene (6), respectively. Preparation of the compound 1 has been carried out via N-glycosylation of the corresponding sulfoxide 9, derived from 4 by m-CPBA oxidation, with trimethylsilylated pyrimidines and trimethylsilyl triflate (Kita-O'Niel-Matsuda's method; modified Pummerer rearrangement). On the other hand, the compounds 2 and 3 have been obtained via N-glycosylation of the corresponding 4'-thiofuranoses 7 and 8 with trimethylsilylated pyrimidines and SnCl4, respectively, while the compounds 7 and 8 have been prepared from compounds 5 and 6 by an electrochemical 2-acetoxylation, respectively.

Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)

An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.

APPLICATIONS OF THE ENE REACTION. SYNTHESIS AND PROPPERTIES OF SUBSTITUTED &α-METHYLENE-&γ-LACTONES

Substituted dimethyl 1,4-pentadiene-1,2-dicarboxylates ( 1 or 3 ) may be prepared by AlCl3-promoted or thermal ene reaction of olefins with dimethyl acetylenedicarboxylate.Lactonization of these adducts is catalyzed by acid.In the presence of 80 percent H2SO4 the predominant product ( ca. 80 percent ) is a (Z)-dihydro-3-carbomethoxymethylene-2(3H)-furanone ( 2 or 4 ).Cyclization with anhydrous HCl affords a mixture of products the composition of which depends on the starting material; major products include the corresponding (E)- and γ-lactone isomers ( 6 and 7 ).Detailed 1H and 13C nmr are reported for all compounds.The structures of the (E)-4,5,5-trimethyl-, (Z)-4,5,5-trimethyl-, and (Z)-4,4,5,5-tetramethyl furanone derivatives ( 6a, 2a, and, 2b,) have been established by X-ray crystallography.The properties of some of these lactones are discussed, as are possible methods of removal of the carbomethoxyl from 2.